Lukin, A.; Komarova, K.; Vinogradova, L.; Rogacheva, E.; Kraeva, L.; Krasavin, M. Synthesis and antibacterial evaluation of ciprofloxacin congeners with spirocyclic amine periphery. Int. J. Mol. Sci. 2023, 24, 954
Dar'in, D.; Kantin, G.; Glushakova, D.; Sharoyko, V.; Krasavin, M. Diazo Tetramic Acids Provide Access to Natural-Like Spirocyclic Δα,β-Butenolides through Rh(II)-catalyzed O-H Insertion/Base-Promoted Cyclization. J. Org. Chem., accepted 26.12.2022
Krivovicheva, V.; Bubyrev, A.; Kalinin, S.; Dar'in, D.; Gureev, M.; Vullo, D.; Krasavin, M.; Korsakov, M.; Supuran, C. T. A new way of synthesizing heterocyclic primary sulfonamide probes for carbonic anhydrase. Mendeleev Commun., accepted 23.12.2022
Krasavin, M.; Adamchik, M.; Bubyrev, A.; Heim, C.; Maiwald, S.; Zhukovsky, D.; Zhmurov, P.; Bunev, A.; Hartmann, M. D. Synthesis of novel glutarimide ligands for the E3 ligase substrate receptor Cereblon (CRBN): investigation of their binding mode and antiproliferative effects against myeloma cell lines. Eur. J. Med. Chem. 2023, 246, 114990
Lukin, A.; Vinogradova, L.; Komarova, K.; Krasavin, M. Spirocyclic azetidines for drug discovery: novel Boc-protected 7'H-spiro[azetidine-3,5'-furo[3,4-d]pyrimidines]. Mendeleev Commun. 2022, accepted 10.11.2022
Lukin, A.; Vinogradova, L.; Komarova, K.; Kalinin, S.; Krasavin, M. Synthesis of 1-oxa-9-azaspiro[5.5]undecane-9-sulfonamides bearing a diverse molecular periphery and a rare zinc-binding group for carbonic anhydrase interrogation. Mendeleev Commun., accepted 01.11.2022
Solovyev, I.; Dar'in, D.; Krasavin, M. Synthetic enabling of spirocyclic oxetane fatty acid mimetics based on 1-oxa-6,7-diazaspiro[3.4]oct-7-en-5-one scaffold via diazo chemistry. Mendeleev Commun. 2023, 33, 21-23
Lukin, A.; Komarova, K.; Vinogradova, L.; Rogacheva, E.; Kraeva, L.; Dogonadze, M.; Vinogradova, T.; Krasavin, M. Urea derivatives of spirocyclic piperidines endowed with antibacterial activity. Mendeleev Commun. 2023, 33, 109-111
Adamchik, M.; Bubyrev, A.; Zhukovsky, D.; Zhmurov, P.; Bunev, A.; Krasavin, M. Synthesis of novel glutarimide derivatives via the Michael addition of (hetero)aromatic thiols: pronounced effect of sulfur oxidation on cytotoxicity towards multiple myeloma cell lines. Mendeleev Commun. 2023, 33, 67-69
Sibinčić, N.; Kalinin, S.; Sharoyko, V.; Efimova, J.; Gasilina, O. A.; Korsakov, M.; Gureev, M.; Krasavin, M. A Series of Trifluoromethylisoxazolyl- and Trifluoromethylpyrazolyl-Substituted (Hetero)aromatic Sulfonamide Carbonic Anhydrase Inhibitors: Synthesis and Convenient Prioritization Workflow for Further In Vivo studies. Med. Chem. 2023, 19, 193-210
2022
Moshnenko, N.; Kazantsev, A.; Bakulina, O.; Dar'in, D.; Krasavin, M. The Use of Aryl-Substituted Homophthalic Anhydrides in the Castagnoli–Cushman Reaction Provides Access to Novel Tetrahydroisoquinolone Carboxylic Acid Bearing an All-Carbon Quaternary Stereogenic Center. Molecules 2022, 27, 8462
Lebedev, R.; Dar'in, D.; Kantin, G.; Bakulina, O.; Krasavin, M. One-pot sequence of Staudinger/aza-Wittig/Castagnoli-Cushman reactions provides facile access to novel natural-like polycyclic ring system. Molecules 2022, 27, 8130
Paramonova, P.; Lebedev, R.; Bakulina, O.; Dar'in, D.; Krasavin, M. In situ generation of imines by Staudinger/aza-Wittig tandem combined with thermally induced Wolff rearrangement for one-pot three-component β-lactam synthesis. Org. Biomol. Chem. 2022, 20, 9679-9683
Vepreva, A.; Yanovich, A.; Dar'in, D.; Kantin, G.; Bunev, A.; Krasavin, M. Novel spirocyclic scaffold accessed via tandem Claisen rearrangement – intramolecular oxa-Michael addition. Beilstein J. Org. Chem. 2022, 18, 1649-1655
Malkova, K.; Bubyrev, A.; Krivovicheva, V.; Dar'in, D.; Bunev, A.; Krasavin, M. Novel Bis-Triazole Scaffold Accessed via Two Tandem [3+2] Cycloaddition Events Including an Uncatalyzed, Room-Temperature Azide-Alkyne Click Reaction. Beilstein J. Org. Chem. 2022, 18, 1636–1641
Krasavin, M.; Lukin, A.; Sukhanov, I.; Gerasimov, A.; Kuvarzin, S.; Efimova, E. V.; Dorofeikova, M.; Nichugovaskaya, A.; Matveev, A.; Onokhin, K.; Zakharov, K.; Gureev, M.; Gainetdinov, R. R. Discovery of Trace Amine Associated Receptor 1 (TAAR1) Ag-onist 2-(5-(4'-Chloro-[1,1'-biphenyl]-4-yl)-4H-1,2,4-triazol-3-yl)ethan-1-amine (LK00764) for the Treatment of Psychotic Disorders. Biomolecules 2022, 12, 1650
Krivovicheva, V.; Bubyrev, A.; Kalinin, S.; Dar'in, D.; Krasavin, M. Synthetic Exploration of Novel Sulfamoyl Cyanide N-Oxides in Heterocycle Synthesis. Eur. J. Org. Chem. 2022, e202201162
Malkova, K.; Bubyrev, A.; Balalaie, S.; Dar'in, D.; Krasavin, M. Metal-free synthetic approaches to 1,5-disubstituted 1,2,3-triazoles. Tetrahedron Lett. 2022, 112, 154228
Guranova, N.; Yakovleva, L.; Bakulina, O.; Dar'in, D.; Krasavin, M. Extending the scope of the new variant of the Castagnoli-Cushman cyclocondensation onto o-methyl benzoic acids bearing various electron-withdrawing groups in the α-position. Molecules 2022, 27, 7211
Bannykh, A.; Levashova, E.; Bakulina, O.; Krasavin, M. New Reagent Space and New Scope for the Castagnoli-Cushman Reaction of Oximes. Org. Biomol. Chem. 2022, 20, 8643–8648
Krasavin, M.; Peshkov, A. A.; Lukin, A.; Komarova, K.; Vinogradova, L.; Smirnova, D.; Kanov, E. V.; Kuvarzin, S. R.; Murtazina, R. Z.; Efimova, E. V.; Gureev, M.; Onokhin, K.; Zakharov, K.; Gainetdinov, R. R. Discovery and In Vivo Efficacy of Trace Amine-Associated Receptor 1 (TAAR1) Agonist 4-(2-Aminoethyl)-N-(3,5-dimethylphenyl)piperidine-1-carboxamide Hydrochloride (AP163) for the Treatment of Psychotic Disorders. Int. J. Mol. Sci. 2022, 23, 11579
Lavit, K.; Sapegin, A.; Linnik, S.; Ryazantsev, M.; Krasavin, M. Steric Push Towards the [n+3] Hydrated Imidazoline Ring Expansion (HIRE) of Dibenzo[1.4]oxazepines and Thiazepines. Eur.J. Org.Chem. 2022, e202200818
Sapegin, A.; Rogacheva, E.; Kraeva.; Gureev, M.; Dogonadze, M.; Vinogradova, T.; Yablonsky, P.; Balalaie, S.; Baykov, S. V.; Krasavin, M. Novel 5-Nitrofuran-Tagged Imidazo-Fused Azines and Azoles Amenable by the Groebke-Blackburn-Bienaymé Multicomponent Reaction: Activity Profile against ESKAPE Pathogens and Mycobacteria. Biomedicines 2022, 10, 2203
Lukin, A.; Chudinov, M.; Rogacheva, E.; Kraeva, L.; Bakulina, O.; Krasavin, M. Exploration of spirocyclic derivatives of ciprofloxacin as antibacterial agents. Molecules 2022, 27, 4864
Barkhatova, D.; Zhukovsky, D.; Heim, D.; Maiwald, S.; Hartmann, M. D.; Krasavin, M. Synthesis of novel glutarimide derivatives via the Ugi multicomponent reaction: affinity towards the E3 ubiquitin ligase substrate receptor Cereblon. Mendeleev Commun. 2022, 32, 747-749
Dar'in, D.; Kantin, G.; Bunev, A.; Krasavin, M. Facile and Diastereoselective Arylation of the Privileged 1,4-Dihydroisoquinolin-3(2H)-one Scaffold. Beilstein J. Org. Chem. 2022, 18, 1070-1078
Kazantsev, A.; Bakulina, O.; Dar'in, D.; Kantin, G.; Bunev, A.; Krasavin, M. Unexpected Ring Contraction of Homophthalic Anhydrides Under Diazo Transfer Conditions. Org. Lett. 2022, 24, 4762-4765
Bakulina, O.; Bannykh, A.; Levashova, E.; Krasavin, M. Conjugates of Iron-Transporting N-Hydroxylactams with Ciprofloxacin. Molecules 2022, 27, 3910
Zhukovsky, D.; Kanov, E.; Gainetdinov, R.; Krasavin, M. Synthesis of a Library of 2-Aryl-2H-tetrazole-5-carboxamides for Photoaffinity Labeling of Aminergic G-Protein Coupled Receptors. Mendeleev Commun. 2022, 32, 604–605
Gapanenok, D.; Makhmet, A. Peshkov, A. A.; Smirnova, D.; Amire, N.; Peshkov, V. A.; Spiridonova, D.; Dar'in, D.; Balalaie, S.; Krasavin, M. Multicomponent Assembly of Trisubstituted Imidazoles and Their Photochemical Cyclization into Fused Polyheterocyclic Scaffolds. J. Org. Chem. 2022, 87, 7838-7851
Vepreva, A.; Bunev, A. S.; Kudinov, A. Yu.; Kantin, G.; Krasavin, M.; Dar'in, D. Unusual Highly Diastereoselective Rh(II)-catalyzed Dimerization of Diazo Arylidene Succinimides Provides Access to New Dibenzazulene Scaffold. Beilstein J. Org. Chem. 2022, 18, 533–538
Krasavin, M.; Jovanović, M.; Podolski-Renić, A.; Pešić, M. The role of the thioredoxin detoxification system in cancer progression and resistance. Front. Mol. Biosci. 2022, 8, 883297
Ananeva, A.; Bakulina, O.; Dar'in, D.; Kantin, G.; Krasavin, M. Dicarboxylic Acid Monoesters in β- and δ-Lactam Synthesis. Molecules 2022, 27, 2469
Kalinin, S.; Kovalenko, A.; Valtari, A.; Nocentini, A.; Gureev, M.; Urtti, A.; Korsakov, M.; Supuran, C. T.; Krasavin, M. 5-(Sulfamoyl)thien-2-yl 1,3-Oxazole Inhibitors of Carbonic Anhydrase II with Hydrophilic Periphery. J. Enzyme Inhib. Med. Chem. 2022, 37, 1005-1011
Krasavin, M.; Shetnev, A.; Panova, V.; Ivanovskyi, S.; Kalinin, S.; Vinogradova, T.; Sharoyko, V.; Yablonsky, P. Hetaryl- and heteroarylvinyl-substituted nitrofurans identified as non-cytotoxic selective antitubercular agents. Mendeleev Commun. 2022, 32, 452-453
Zhukovsky, D.; Dar'in, D.; Bakulina, O. Krasavin, M. Preparation and synthetic applications of five-to-seven-membered cyclic α-diazo monocarbonyl compounds. Molecules 2022, 27, 2030
Grintsevich, S.; Sapegin, A.; Krasavin, M. Heteroatom is not needed: access to dibenzo[e,h][1,4]diazecin-9-ones from dibenzo[b,e]azepin-6-one via the hydrated imidazoline ring expansion (HIRE) approach. Tetrahedron Lett. 2022, 94, 153718
Sharonova, T.; Zhmurov, P.; Kalinin, S.; Nocentini, A.; Angeli, A.; Ferraroni, M.; Korsakov, M.; Supuran, C.; Krasavin, M. Diversely Substituted Sulfamides for Fragment-Based Drug Discovery of Carbonic Anhydrase Inhibitors: Synthesis and Inhibitory Profile. J. Enzyme Inhib. Med. Chem. 2022, 37, 857–865
Chupakhin, E. G.; Krasavin, M. Natural compounds as inhibitors of thioredoxin reductase (TrxR1). Russ. Chem. Bull. 2022, 71, 443–448
Chupakhin, E. G.; Kantin, G. P.; Dar’in, D. D.; Krasavin, M. Novel chromeno[2,3-c]pyrroles synthesized via intramolecular rhodium(II) carbene trapping. Mendeleev Commun. 2022, 32, 382-383
Geyl, K. K.; Baykov, S. V.; Kalinin, S. A.; Bunev, A. S.; Troshina, M. A.; Sharonova, T. V.; Skripkin, M. Y.; Kasatkina, S. O.; Presnukhina, S. I.; Shetnev, A. A.; Krasavin, M. Y.; Boyarskiy, V. P. Synthesis, structure, and antiproliferative action of 2-pyridyl urea-based Cu(II) complexes. Biomedicines 2022, 10, 461
Guranova, N.; Bakulina, O.; Dar'in D.; Kantin, G.; Krasavin, M. Homophthalic Esters: A New Type of Reagents for the Castagnoli-Cushman Reaction. Eur. J. Org. Chem. 2022, e202101281
Paramonova, P.; Bakulina, O.; Nabiyev, A.; Dar'in, D.; Krasavin, M. The Castagnoli-Cushman reaction of 3-aryl glutaric acids: a convenient, diastereoselective entry into medicinally important 6-oxo-2,4-diarylpiperidine-3-carboxylic acid scaffold. ChemistrySelect 2022, 7, e202104011
Zhukov, A. S.; Khairutdinov, V. R.; Samtsov, A. V.; Krasavin, M.; Garabadzhiu, A. V. Preclinical Efficacy Investigation of Human Neutrophil Elastase Inhibitor Sivelestat in Animal Model of Psoriasis. Skin Health Dis. 2022, 2, e90
Grintsevich, S.; Sapegin, A.; Krasavin, M. Significant Broadening of the Substrate Scope for the Hydrated Imidazoline Ring Expansion (HIRE) via the Use of Lithium Hexamethyldisylazide. Synthesis 2022, 54, 2494-2510
Vepreva, A.; Kantin, G.; Krasavin, M.; Dar'in. A General Way to Spiro-Annulated 2-Benzoxepines via Rh2(esp)2-catalyzed [5+2] Cycloaddition of Diazo Arylidene Succinimides to Ketones. Synthesis 2022, 54, 5128-5138
Peshkov, A. A.; Makhmet, A.; Bakulina, O.; Kanov, E.; Gainetdinov, R.; Peshkov, V. A.; Dar'in, D.; Krasavin, M. A general approach to spirocyclic piperidines via Castagnoli-Cushman chemistry. Synthesis 2022, 54, 2604-2615
Paramonova, P.; Sharonova, S.; Kalinin, S.; Chupakhin, E.; Bunev, A.; Krasavin, M. (E)-3-Arylidene-4-diazopyrrolidine-2,5-diones conveniently elaborated into cytotoxic compounds bearing a primary sulfonamide and a Michael acceptor moieties. Mendeleev Commun. 2022, 32, 176-177
Krasavin, M.; Bubyrev, A.; Kazantsev, A.; Heim, C.; Maiwald,S.; Zhukovsky, D.; Dar'in, D.; Hartmann, M. D.; Bunev, A. Replacing the Phthalimide Core in Thalidomide with Benzotriazole. J. Enzyme Inhib. Med. Chem. 2022, 37, 527-530
Kazantsev, A.; Krasavin, M. Ligands for Cereblon: 2017–2021 Patent Overview. Exp. Opin. Ther. Pat. 2022, 32, 171-190
Grintsevich, S.; Sapegin, A.; Duszyńska, B.; Bojarski, A. J.; Krasavin, M. An attempt at the hydrated imidazoline ring expansion (HIRE) of diarene-fused [1,4]diazepinones delivers selective dopamine D2 receptor ligands. Synthesis 2022, 54, 658-666
Firsov, A.; Bakulina, O.; Dar´in, D.; Sokolov, V.; Krasavin, M. Synthesis of γ-sultam-annelated δ-lactams via the Castagnoli-Cushman reaction of sultam-based dicarboxylic acids. J. Org. Chem. 2022, 87, 1537-1540
2021
Kalinin, S.; Malkova, A.; Sharonova, T.; Sharoyko, V.; Bunev, A.; Supuran, C. T.; Krasavin, M. Carbonic anhydrase IX inhibitors as candidates for combination therapy of solid tumors. Int. J. Mol. Sci. 2021, 22, 13405
Budeev, A.; Kantin, G.; Dar'in, D.; Krasavin, M. Ugi reaction-derived 1H-pyrrol-2(5H)-ones proved as valid precursors to a new class of heterocyclic α-diazocarbonyl compounds. Tetrahedron Lett. 2021, 89, 153598
Levashova, E.; Bakulina, O.; Dar'in, D.; Krasavin, M. Catalyst-Free Synthesis of Diastereomerically Pure 3-Cyanoazetidin-2-ones via Thermally Promoted Tandem Wolff Rearrangement–Staudinger [2+2] Cycloaddition. ChemistrySelect 2021, 6, 13582-13588
Bubyrev, A.; Malkova, K.; Kantin, G.; Dar´in, D.; Krasavin, M. Metal-free synthesis of 1,5-disubstituted 1,2,3-triazoles. J. Org. Chem. 2021, 86, 17516-17522
Krasavin, M.; Dar'in, D.; Balalaie, S. Post-condensational modifications of the Groebke‐Blackburn‐Bienaymé reaction products for scaffold-oriented synthesis. Tetrahedron Lett. 2021, 86, 153521
Bakulina, O.; Inyutina, A.; Dar'in, D.; Krasavin, M. Multicomponent Reactions Involving Diazo Reagents: A 5-Year Update. Molecules 2021, 26, 6563
Chupakhin, E.; Bakulina, O.; Dar'in, D.; Krasavin, M. Facile entry into the 1H-pyrrolo[3,4-b]indolizine-1,3(2H)-dione scaffold via intramolecular Rh(II) carbene trapping. Tetrahedron Lett. 2021, 85, 153467
Nayebzadeh, B.; Amiri, K.; Khosravi, H.; Mirzaei, S.; Rominger, F.; Dar’in, D.; Krasavin, M.; Bijanzadeh, H. R.; Balalaie, S. Synthesis of Spiro[chromene-imidazo[1,2-a]pyridin]-3'-imines via 6-exo-dig Cyclization Reaction. J. Org. Chem. 2021, 86, 13693-13701
Inyutina, A.; Kantin, G.; Dar´in, D.; Krasavin, M. Diastereoselective Formal [5+2] Cycloaddition of Diazo Arylidene Succinimides-Derived Rhodium Carbenes and Aldehydes: A Route to 2-Benzoxepines. J. Org. Chem. 2021, 86, 13673-13683
Bubyrev, A.; Adamchik, M.; Dar´in, D.; Kantin, G.; Krasavin, M. Metal-Free Three-Component Synthesis of 1,2,3-Triazoline-4-Sulfonamides. J. Org. Chem. 2021, 86, 13454-13464
Safrygin, A.; Zhmurov, P.; Dar'in, D.; Silonov, S.; Kasatkina, M.; Zonis, Y.; Gureev, M.; Krasavin, M. 1-Oxo-3,4-dihydroisoquinoline-4-carboxamides as novel druglike inhibitors of poly(ADP-ribose) polymerase (PARP) with favorable ADME characteristics. J. Enzyme Inhib. Med. Chem. 2021, 36, 1968-1983
Safrygin, A.; Zhmurov, P.; Dar'in, D.; Silonov, S.; Kasatkina, M.; Zonis, Y.; Gureev, M.; Krasavin, M. Three-component Castagnoli-Cushman reaction with ammonium acetate delivers 2-unsubstituted isoquinol-1-ones as potent inhibitors of poly(ADP-ribose) polymerase (PARP). J. Enzyme Inhib. Med. Chem. 2021, 36, 1916-1921
Pilipenko, I.; Korzhikov-Vlakh, V.; Valtari, A.; Anufrikov, Y.; Kalinin, S.; Ruponen, M.; Krasavin, M.; Urtti, A.; Tennikova, T. Mucoadhesive properties of nanogels based on stimuli-sensitive glycosaminoglycan-graft-pNIPAAm copolymers. Int. J. Biol. Macromol. 2021, 186, 8644-872
Solovyev, I.; Dar'in, D.; Krasavin, M. Novel 3,4-dihydro-1,4-oxazine (dehydromorpholine) sulfonamides and sulfones conveniently accessed from suitable alpha-diazoketones via O—H carbene insertion – Cyclization sequence. Tetrahedron Lett. 2021, 78, 153269
Lukin, A.; Bakholdina, A.; Chudinov, M.; Onopchenko, O.; Zhuravel, E.; Zozulya, S.; Gureev, M.; Krasavin, M. Strained contacts with the cell membrane may influence ligand affinity to G protein coupled receptors: a case of free fatty acid receptor 1 agonists. J. Enzyme Inhib. Med. Chem. 2021, 36, 1651-1658
Krasavin, M.; Zhukovsky, D.; Solovyev, I.; Barkhatova, D.; Dar’in, I.; Frank, D.; Martinelli, G.; Weizel, L.; Proschak, A.; Rotter, M.; Kramer, J. S.; Brunst, S.; Wichelhaus, T. A.; Proschak, E.* RhII-Catalyzed De-symmetrization of Ethane-1,2-dithiol and Propane-1,3-dithiol Yields Metallo-β-lactamase Inhibitors, ChemMedChem 2021, 16, 3410-3417. Nominated VERY IMPORTANT PAPER.
Guranova, N.; Dar'in, D.; Kantin, G.; Krasavin, M. Oxonium ylides generated from 1,4-disubstituted α-diazo glutaconimides: a rich source of diverse oxygen heterocyclic frameworks. Eur. J. Org. Chem. 2021, 3411-3420
Dar'in, D.; Kantin, G.; Kalinin, S.; Sharonova, T.; Bunev, A.; Ostapenko, G. I.; Nocentini, A.; Sharoyko, V.; Supuran, C. T.; Krasavin, M. Investigation of 3-sulfamoyl coumarins against cancer-related IX and XII isoforms of human carbonic anhydrase as well as cancer cells leads to the discovery of 2-oxo-2H-benzo[h]chromene-3-sulfonamide – a new caspase-activating proapoptotic agent. Eur. J. Med. Chem. 2021, 222, 113589
Inyutina, A.; Dar'in, D.; Kantin, G.; Krasavin, M. Tricyclic 2-Benzazepines Obtained via an Unexpected Cyclization Involving Nitrilium Ylides. Org. Biomol. Chem. 2021, 19, 5068-5071
Supuran, C. T.; Nocentini, A.; Yakubova, E.; Savchuk, N.; Kalinin, S.; Krasavin, M. Biochemical profiling of anti-HIV prodrug Elsulfavirine (Elpida®) and its active form VM1500A against a panel of twelve human carbonic anhydrase isoforms. J. Enzyme Inhib. Med. Chem. 2021, 36, 1056-1060
Budeev, A.; Kantin, G.; Dar'in, D.; Krasavin, M. Diazocarbonyl and Related Compounds in the Synthesis of Azoles. Molecules 2021, 26, 2530
Dar'in, D.; Kantin, G.; Chupakhin, E.; Sharoyko, V.; Krasavin, M. Natural-like Spirocyclic Δα,β-Butenolides Obtained from Diazo Homophthalimides. Chem. Eur. J. 2021, 27, 8221-8227
Sapegin, A. V.; Peshkov, A. A.; Kanov, E. V.; Gainetdinov, R. R.; Duszyńska, B.; Bojarski, A. J.; Krasavin, M. Novel medium-sized di(het)areno-fused 1,4,7-(oxa)thiadiazecines as probes for aminergic receptors. Mendeleev Commun. 2021, 31, 501-503
Guranova, N.; Golubev, P.; Bakulina, O.; Dar'in, D.; Kantin, G.; Krasavin, M. Unexpected formal [4+2]-cycloaddition of chalcone imines and homophthalic anhydrides: preparation of dihydropyridin-2(1H)-ones. Org. Biomol. Chem. 2021, 19, 3829-3833
Levashova, E.; Firsov, A.; Bakulina, O.; Peshkov, A.; Kanov, E.; Gainetdinov, R. R.; Krasavin, M. Rare cis-configured 2,4-disubstituted-1-alkylpiperidines synthesized and tested against trace-amine-associated receptor 1 (TAAR1). Mendeleev Commun. 2021, 31, 488-489
Reutskaya, E.; Sapegin, A.; Peintner, S.; Erdélyi, M.; Krasavin, M. Sulfur Oxidation Increases the Rate of HIRE-type [1.4]Thiazepinone Ring Expansion and Influences the Conformation of a Medium-Sized Heterocyclic Scaffold. J. Org. Chem. 2021, 86, 5778-5791
Kazantsev, A.; Zhukovsky, D.; Bubyrev, A.; Dar'in, D.; Krasavin, M. Fluorination of α-diazo-γ-lactams with the Olah reagent. Tetrahedron Lett. 2021, 69, 152969
Sharonova, T.; Paramonova, P.; Kalinin, S.; Bunev, A.; Gasanov, R. E.; Nocentini, A.; Sharoyko, V.; Tennikova, T. B.; Dar'in, D.; Supuran, C. T.; Krasavin, M. Insertion of Metal Carbenes Into the Anilinic N–H Bond of Unprotected Aminobenzenesulfonamides Delivers Low Nanomolar Inhibitors of Human Carbonic Anhydrase IX and XII isoforms. Eur. J. Med. Chem. 2021, 218, 113352
Kalinin, S.; Vedekhina, T.; Paramonova, P.; Krasavin, M. Antimicrobial activity of 5-membered nitroheteroaromatic compounds beyond nitrofurans and nitroimidazoles: recent progress. Curr. Med. Chem. 2021, 28, 5926-5982
Peshkov, A. A.; Bakulina, O.; Dar'in, D.; Kantin, G.; Bannykh, A.; Peshkov, V. A.; Krasavin, M. Three-component Castagnoli-Cushman reaction of 3-arylglutaconic acid anhydrides, carbonyl compounds and ammonium acetate: a quick and flexible way to assemble polysubstituted NH-δ-lactams. Eur. J. Org. Chem. 2021, 1726–1731. COVER FEATURE
Klochkova, A.; Bubyrev, A.; Dar'in, D. Bakulina, O.*; Krasavin, M.; Sokolov, V. Straightforward Route to γ-Sultams via Novel Tandem SN/Michael Addition. Synthesis 2021, 53, 1795-1804
Budeev, A. V.; Kantin, G. P.; Dar'in, D.; Krasavin, M. Continued exploration of trifunctional alkyl 4-chloro-2-diazo-3-oxobutanoates: streamlined entry into [1,2,3]triazolo[5,1-c][1,4]benzoxazines and [1,2,3]triazolo[5,1-c][1,4]benzoxazepines. Synthesis 2021, 53, 2155-2166
Chupakhin, E. G.; Kantin, G. P.; Dar'in, D. V.; Krasavin, M. Convenient preparation of (E)-3-arylidene-4-diazopyrrolidine-2,5-diones in array format. Mendeleev Commun. 2021, 31, 36-38
Chupakhin, E.; Gecht, M.; Ivanov, A.; Kantin, G.; Dar'in, D.; Krasavin, M. (E)-3-Arylidene-4-diazopyrrolidine-2,5-diones: preparation and use in RhII-catalyzed X–H insertion reactions towards novel, medicinally important Michael acceptors. Synthesis 2021, 53, 1292-1300
Solovyev, I.; Eremeyeva, M.; Zhukovsky, D.; Dar'in, D.; Krasavin, M. Cyclic diazo compounds in the construction of spirocyclic scaffolds. Tetrahedron Lett. 2021, 62, 152671
Burianova, V.; Kalinin, S.; Krasavin, M.; Supuran, C. T. Radiotracers for positron emission tomography (PET) targeting tumour-associated carbonic anhydrase isoforms. Eur. J. Med. Chem. 2021, 213, 113046
Bubyrev, A.; Kantin, G.; Dar'in, D.; Krasavin, M. CH-Diazomethane sulfonamides generated in situ for intramolecular [3+2] cycloaddition of alkynes: an entry into novel pyrazole-fused five-membered sultams. Synthesis 2021, 53, 1434-1442 (Featured Article)
Hiesinger, K.; Dar'in, D.; Proschak, E.; Krasavin, M. Spirocyclic Scaffolds in Medicinal Chemistry. J. Med. Chem. 2021, 64, 150–183
Guranova, N.; Kantin, G.; Dar'in, D.; Krasavin, M. Diazo glutaconimides: an unexplored type of heterocyclic α-diazocarbonyl compounds conveniently evolved into pyridine-2,6(1H,3H)-diones and oxazolo[5,4-b]pyridin-5(4H)-ones. Eur. J. Org. Chem. 2021, 623-631
Lukin, A.; Bakholdina, A.; Zhurilo, N.; Onopchenko, O.; Zhuravel, E.; Zozulya, S.; Gureev, M.; Safrygin, A.; Krasavin, M. Exploration of nitrogen heterocyclic periphery around the core of advanced FFA1 agonist fasiglifam (TAK-875). Arch. Pharm. 2021, 354, 2000275
2020
Dar'in, D.; Kantin, G.; Bakulina, O.; Inyutina, A.; Chupakhin, E.; Krasavin, M. Spirocyclizations involving oxonium ylides derived from cyclic α-diazocarbonyl compounds: an entry into 6-oxa-2-azaspiro[4.5]decane scaffold. J. Org. Chem. 2020, 85, 15586-15599
Rashevskii, A.; Bakulina, O.; Novikov, M. S.; Dar'in, D.; Krasavin, M. When periphery matters: enhanced reactivity of 8-oxa-1,4-dithiaspiro[4.5]decane-7,9-dione and 9-oxa-1,5-dithiaspiro[5.5]undecane-8,10-dione in the Castagnoli-Cushman reaction with imines. Tetrahedron Lett. 2020, 61, 152658
Chuprun, S.; Dar'in, D.; Rogacheva, E.; Kraeva, L.; Levin, O.; Manicheva, O.; Dogonadze, M.; Vinogradova, T.; Bakulina, O.; Krasavin, M. Mutually isomeric 2- and 4-(3-nitro-1,2,4-triazol-1-yl)pyrimidines inspired by an antimycobacterial screening hit: synthesis and biological activity against the ESKAPE panel of pathogens. Antibiotics 2020, 9, 666
Jovanović, M.; Dragoj, M.; Zhukovsky, D.; Dar'in, D.; Krasavin, M.; Pešić, M.; Podolski-Renic, A. Novel TrxR1 inhibitors show potential for glioma treatment by suppressing the invasion and sensitizing glioma cells to chemotherapy.Front. Mol. Biosci. 2020, 7, 586146
Lavit, K.; Reutskaya, E.; Grintsevich, S.; Sapegin, A.; Krasavin, M. Zooming in on the hydrated imidazoline ring expansion: factors influencing the rate of N→N′ aroyl migration in N-aroyl-N-(hetero)aryl ethylenediamines. Tetrahedron Lett. 2020, accepted 27.08.2020
Safrygin, A.; Dar'in, D.; Bakulina, O.; Krasavin, M. Synthesis of spirocyclic tetrahydroisoquinolines (spiro-THIQs) via the Castagnoli-Cushman reaction. Tetrahedron Letters 2020, accepted 25.08.2020
Solovyev, I. V.; Zhukovsky, D. D.; Dar'in, D. V.; Krasavin, M. Yu. N-Alkylation of nitrogen heterocycles with α-diazocarbonyl compounds. Chem. Heterocycl. Comp. 2020, 56, 809-813
Levashova, E. Yu.; Zhukovsky, D. D.; Dar'in, D. V.; Krasavin, M. Yu. Synthesis of pyrazoles from α-diazo-β-ketosulfones and α-diazo-β-ketophosphonates Chem. Heterocycl. Comp. 2020, 56, 806-808
Krasavin, M.; Kalinin, S.; Sharonova, T.; Supuran, C. T. Inhibitory activity against carbonic anhydrase IX and XII as a candidate selection criterion in the development of new anticancer agents. J. Enzyme Inhib. Med. Chem. 2020, 35, 1555-1561
Burianova, V.; Dar'in, D.; Krasavin, M. Direct conversion of diazo compounds to fluoro derivatives. Tetrahedron Lett. 2020, 61, 152255 (Invited Digest Article)
Golubev, P.; Guranova, N.; Krasavin, M. 1,3,5-Triazinanes as formaldimine surrogates in the Ugi reaction. Eur. J. Org. Chem. 2020, 4517-4520
Dmitriev, V.; Vedekhina, T.; Sapegin, A.; Krasavin, M. Convenient Assembly of Privileged (Hetero)Arene-Fused Benzo[1.4]oxazepines via Two Tandem SNAr Events. Part 3 – (Hetero)arene-fused benzo[f]imidazo[1,2-d][1,4]oxazepines. ChemistrySelect 2020, 5, 7873-7879
Grintsevich, S.; Sapegin, A.; Reutskaya, E.; Peintner, S.; Erdélyi, M.; Krasavin, M. An alternative approach to the hydrated imidazoline ring expansion (HIRE) of diarene-fused [1.4]oxazepines. Eur. J. Org. Chem., accepted 25.06.2020
Inyutina, A.; Chupakhin, E.; Dar'in, D.; Krasavin, M. A novel approach to substituted α-carbamoyl phosphonates — useful reagents for the Horner-Wadsworth-Emmons olefination. Synlett 2020, accepted 16.05.2020
Synofzik, J.; Bakulina, O.; Balabas, O.; Dar'in, D.; Krasavin, M. Catalyst-free synthesis of diastereomerically pure 3-sulfonylazetidin-2-ones via the microwave-assisted tandem Wolff rearrangement–Staudinger cycloaddition. Synthesis 2020, accepted 04.06.2020
Levashova, E.; Bakulina, O.; Dar'in, D.; Bubyrev, A.; Krasavin, M. From rare reagents to rare products: regiospecific silver-catalyzed [3+2] cycloaddition of aryl-, alkyl- and aminosulfonyl diazomethanes with arenediazonium tosylates. Eur. J. Org. Chem. 2020, accepted 04.06.2020
Kryukova, M. A.; Sapegin, A. V.; Novikov, A. S.; Krasavin, M.; Ivanov, D. M. New Crystal Forms for Biologically Active Compounds. Part 2: Anastrozole as N-substituted 1,2,4-Triazole in Halogen Bonding and Lp-π Interactions with 1,4-Diiodotetrafluorobenzene. Crystals 2020, 10, 371
Bubyrev, A.; Dar'in, D.; Kantin, G.; Krasavin, M. Synthetic studies towards CH-diazomethane sulfonamides: a novel type of diazo reagents. Eur. J. Org. Chem. 2020, 4112-4115. VERY IMPORTANT PAPER
Firsov, A.; Bakulina, O.; Dar'in, D.; Guranova, N.; Krasavin, M. Further Insight into the Castagnoli–Cushman-type Synthesis of 1,4,6-Trisubstituted 1,6-Dihydropyridin-2-(3H)-ones from 3-Arylglutaconic Acid Anhydrides. J. Org. Chem. 2020, 85, 6822-6829
Karchuganova, E.; Bakulina, O.; Dar'in, D.; Krasavin, M. Two annulated azaheterocyclic cores readily available from a single tetrahydroisoquinolonic Castagnoli-Cushman precursor. Molecules 2020, 25, 2049
Chizhova, M. E.; Dar'in, D. V.; Krasavin, M. The Castagnoli–Cushman reaction of bicyclic pyrrole dicarboxylic anhydrides bearing electron-withdrawing substituents. Mendeleev. Commun. 2020, 30, 496-497
Bakholdina, A.; Lukin, A.; Bakulina, O.; Guranova, N.; Krasavin, M. Dual use of propargylamine building blocks in the construction of polyheterocyclic scaffolds. Tetrahedron Lett. 2020, 61, 151970
Kuranov, S. O.; Luzina, O. A.; Onopchenko, O.; Pishel, I.; Zozulya, S.; Gureev, M.; Salakhutdinov, N. F.; Krasavin, M. Exploring bulky natural and natural-like periphery in the design of p-(benzyloxy)phenylpropionic acid agonists of free fatty acid receptor 1 (GPR40). Bioorg. Chem. 2020, 99, 103830
Dar'in, D.; Kantin, G.; Bakulina, O.; Krasavin, M. Facile one-pot access to α-diazo-β-ketosulfones from sulfonyl chlorides and α-haloketones. Synthesis 2020, 52, 2259-2266
Safrygin, A.; Bakulina, O.; Dar'in, D.; Krasavin, M. Three-component reaction of homophthalic anhydride with carbonyl compounds and ammonium acetate: new developments. Synthesis 2020, 52, 2190-2195
Eremeyeva, M.; Zhukovsky, D.; Dar'in, D.; Krasavin, M. Preparation and in situ use of unstable N-alkyl α-diazo-γ-butyrolactams in RhII-catalyzed X-H insertion reactions. Beistein J. Org. Chem. 2020, 16б 607-610
Shevalev, R. M.; Zhmurov, P. A.; Dar'in, D. V.; Krasavin, M. Taking diazo transfer to water: α-diazo carbonyl compounds from in situ generated mesyl azide. Mendeleev Commun. 2020, 30, 372-373
Eremeyeva, M.; Zhukovsky, D.; Dar’in, D.; Krasavin. M. The use of α-diazo-γ-butyrolactams in the Büchner-Curtius-Schlotterbeck reaction of cyclic ketones opens new entry to spirocyclic pyrrolidones. Synlett 2020, 31, 982–986
Zhmurov, P. A.; Dar’in, D. V.; Bakulina, O. Yu.; Krasavin, M. One-pot preparation of methyl α-diazo-β-oxopropionates involving an aqueous ‘Sulfonyl-Azide-Free’ (SAFE) diazo transfer step. Mendeleev Commun. 2020, 30, 311-312
Krasavin, M.; Sharonova, T.; Sharoyko, V.; Zhukovsky, D.; Kalinin, S.; Žalubovskis, R.; Tennikova, T.; Supuran, C. T. Combining carbonic anhydrase and thioredoxin reductase inhibitory motifs within a single molecule dramatically increases its cytotoxicity. J. Enzyme Inhib. Med. Chem. 2020, 35, 665-671
Zhukovsky, D.; Dar'in, D.; Krasavin, M. tert-Butyl 3-diazo-2-oxopyrrolidine-1-carboxylate – a new reagent for introduction of the privileged 2-oxopyrrolidin-3-yl motif via RhII-catalyzed X-H insertion reactions. Eur. J. Org. Chem. 2020, 2013-2018
Jovanović, M.; Zhukovsky, D.; Podolski-Renić, A.; Žalubovskis, R.; Dar’in, D.; Sharoyko, V.; Tennikova, T.; Pešić, M.; Krasavin, M. Further exploration of DVD-445 as a lead thioredoxin reductase (TrxR) inhibitor for cancer therapy: optimization of potency and evaluation of anticancer potential. Eur. J. Med. Chem. 2020, 191, 112119
Chupakhin, E.; Babich, O.; Prosekov, A.; Asyakina, L.; Gureev, M.; Krasavin, M. Plants of the Russian Federation Pharmacopeia: an unexhausted natural products research opportunity? Nat. Prod. Res. 2020, accepted 25.01.2020
Pustenko, A.; Nocentini, A.; Balašova, A.; Krasavin, M.; Žalubovskis, R.; Supuran, C. T. 7-Acylamino-3H-1,2-benzoxathiepine 2,2-dioxides as new isoform-selective carbonic anhydrase IX and XII inhibitors. J. Enzyme Inhib. Med. Chem. 2020, 35, 650-656
Bolotin , D. S.; Soldatova, N. S.; Demakova, M. Ya.; Novikov A. S.; Ivanov, D. M.; Aliyarova, I. S.; Sapegin, Krasavin, M. Pentacoordinated Silver(I) Complex Featuring 8-Phenylquinoline Ligands: Interplay of Coordination Bonds, Semicoordination, and Stacking Interactions. Inorg. Chim. Acta 2020, 504, 119453
Dar'in, D.; Khoroshilova, O.; Kantin, G.; Krasavin, M. Realizing the trifunctional potential of alkyl 4-chloro-2-diazo-3-oxobutanoates: convenient assembly of 6,7-dihydro-4H-[1,2,3]triazolo[5,1-c][1,4]thiazine core. Synthesis 2020, 52, 1266-1272
Krasavin, M.; Žalubovskis, R.; Grandāne, A.; Domračeva, I.; Zhmurov, P.; Supuran, C. T. Sulfocoumarins as dual inhibitors of human carbonic anhydrase isoforms IX/XII and of human thioredoxin reductase. J. Enzyme Inhib. Med. Chem. 2020, 35, 506-510
Chuprun, S.; Dar'in, D.; Kantin, G.; Zhmurov, P.; Krasavin, M. α-Diazoacetamides in Sc(OTf)3-catalyzed Tiffeneau-Demjanov ring expansion: application towards the synthesis of rare bicyclic pyrazoles. Synlett 2020, 31, 373-377
Krasavin, M.; Kalinin, S.; Zozulya, S.; Griniukova, A.; Borysko, P.; Angeli, A.; Supuran, C. T. Further validation of Strecker-type α-aminonitriles as a new class of potent human carbonic anhydrase II inhibitors: hit expansion within the public domain using differential scanning fluorimetry leads to chemotype refinement. J. Enzyme Inhib. Med. Chem. 2020, 35, 165-171
Pustenko, A.; Nocentini, A.; Balašova, A.; Krasavin, M.; Žalubovskis, R.; Supuran, C. T. Aryl derivatives of 3H-1,2-benzoxathiepine 2,2-dioxide as carbonic anhydrase inhibitors. J. Enzyme Inhib. Med. Chem. 2020, 35, 245-254
Krasavin, M.; Kalinin, S.; Zozulya, S.; Gryniukova, A.; Borysko, P.; Angeli, A.; Supuran, C. T. Screening of benzenesulfonamide in combination with chemically diverse fragments against carbonic anhydrase by differential scanning fluorimetry. J. Enzyme Inhib. Med. Chem. 2020, 35, 306-310
Vedekhina, T.; Lukin, A.; Krasavin, M. Unexpected outcome of the Zn(OTf)2-catalyzed arylhydrazination of alkanoyl propargylamines: rapid entry into 1-(arylamino)imidazoles. Tetrahedron Lett. 2020, 61, 161365
Vedekhina, T.; Lukin, A.; Rogacheva, E.; Kraeva, L.; Krasavin, M. Zn(OTf)2-catalyzed arenehydrazination of protected propargylamines leading to 3-amidoindoles. Tetrahedron Lett. 2020, 61, 151430
2019
Chupakhin, E.; Babich, O.; Prosekov, A.; Asyakina, L.; Krasavin, M. Spirocyclic motifs in natural products. Molecules 2019, 24, 4165
Solovyov, I.; Dar'in, D.; Krasavin, M. Convenient approach to 2-substituted (thio)morpholin-3-ones from α-diazoacetates via X-H carbene insertion — lactamization sequence. Eur. J. Org. Chem. 2019, 7432-7438
Gecht, M.; Kantin, G.; Dar'in, D.; Krasavin, M. A novel approach to biologically relevant oxazolo[5,4-d]pyrimidine-5,7-diones via readily available diazobarbituric acid derivatives. Tetrahedron Lett. 2019, 60, 151120
Kalinin, S.; Valtari, A.; Ruponen, M.;Toropainen, E.; Kovalenko, A.; Nocentini, A.; Gureev, M.; Dar’in, D.; Urtti, A.; Supuran, C. T.; Krasavin, M. Highly Hydrophilic 1,3-Oxazol-5-yl Benzenesulfonamide Inhibitors of Carbonic Anhydrase II for Reduction of Glaucoma-Related Intraocular Pressure. Bioorg. Med. Chem. 2019, 27, 115086
Kalinin, S.; Nocentini, A.; Kovalenko, A.; Sharoyko, V.; Bonardi, A.; Angeli, A.; Gratteri, P.; Tennikova, T. B.; Supuran, C. T.; Krasavin, M. From Random to Rational: A Discovery Approach to Selective Subnanomolar Inhibitors of Human Carbonic Anhydrase IV Based on the Castagnoli-Cushman Multicomponent Reaction. Eur. J. Med. Chem. 2019, 182, 111642
Synofzik, J.; Dar’in, D.; Novikov, M. S.; Kantin, G.; Bakulina, O.; Krasavin, M. α-Acyl-α-diazoacetates in Transition-Metal-Free β-Lactam Synthesis. J. Org. Chem. 2019, 84, 12101-12110
Krasavin, M. Yu.; Gureev, M. A.; Garabadzhiu, A. V.; Pashkin, A. Yu.; Zhukov, A. S.; Khairutdinov, V. R.; Samtsov, A. V.; Shvets, V. I. Inhibition of Neutrophil Elastase and Cathepsin G as a New Approach to the Treatment of Psoriasis: From Fundamental Biology to Development of New Target-Specific Drugs. Doklady Biochem. Biophys. 2019, 487, 272-276
Usmanova, L.; Dar'in, D.; Krasavin, M. Downstream modification of piperazin-2-ones obtained by the Castagnoli-Cushman reaction leads to a novel version of the medicinally relevant 1,2,5-benzothiadiazepin-4-one-1,1-dioxide scaffold. Tetrahedron Lett. 2019, 60, 151003
Dar'in, D.; Kantin, G.; Krasavin, M. Practical Application of the Aqueous ‘Sulfonyl-Azide-Free’ (SAFE) Diazo Transfer Protocol to Less α-C-H Acidic Ketones and Esters. Synthesis 2019, 51, 4284-4290
Jovanović, M.; Zhukovsky, D.; Podolski-Renić, A.; Domračeva, I.; Žalubovskis, R.; Senćanski, M.; Glišić, S.; Sharoyko, V.; Tennikova, T.; Dar’in, D.; Pešić, M.; Krasavin, M. Novel electrophilic amides amenable by the Ugi reaction perturb thioredoxin system via thioredoxin reductase 1 (TrxR1) inhibition: identification of DVD-445 as a new lead compound for anticancer therapy. Eur. J. Med. Chem. 2019, 181, 111580
Barkhatova, D.; Zhukovski, D.; Dar'in, D.; Krasavin, M. Employing α-diazocarbonyl compound chemistry in the assembly of medicinally important aryl(alkyl)thiolactam scaffold. Eur. J. Org. Chem. 2019, 5798-5800
Chuprun, S.; Dar'in, D.; Kantin, G.; Krasavin, M. [2+3]-Cycloaddition of α-Diazocarbonyl Compounds with Arenediazonium Salts Catalyzed by Silver Nitrate Delivers 2,5-Disubstituted Tetrazoles. Synthesis 2019, 51, 3998-4005
Safrygin, A.; Dar'in, D.; Kantin, G.; Krasavin, M. α‐Diazo‐β‐oxosulfones as Partners in the Wolff 1,2,3‐Triazole Synthesis and the Wolff Rearrangement in the Presence of Aromatic Amines. Eur. J. Org. Chem. 2019, 4721–4724
Sapegin, A.; Krasavin, M. One-pot Conversion of Aldehydes and Aryl Halides to Disubstituted Alkynes via Tandem Seyferth-Gilbert Homologation/Copper-Free Sonogashira Coupling. J. Org. Chem. 2019, 84, 8788-8795
Golushko, A.; Dar'in, D.; Kantin, G.; Guranova, N.; Vasilyev, A. V.; Krasavin, M. Medicinally Relevant Modification of the Isoquinoline-1,3-dione Scaffold via Metal-Free Arylation and Fluorination of Diazo Homophthalimides in Brønsted Acids. Synthesis 2019, 51, 3815-3824
Shershnev, I.; Dar'in, D.; Chuprun, S.; Kantin, G.; Bakulina, O.; Krasavin, M. The use of α-diazo-γ-butyrolactone in the Büchner-Curtius-Schlotterbeck reaction of cyclic ketones: a facile entry into spirocyclic scaffolds. Tetrahedron Lett. 2019, 60. 1800-1802
Zhukovsky, D.; Dar'in, D.; Krasavin, M. Rh2(esp)2-Catalysed Coupling of α-Diazo-γ-butyrolactams with Aromatic Amines. Eur. J. Org. Chem. 2019, 4377-4383
Golubev, P.; Pankova, A.; Krasavin, M. “Isocyanide-less” Ugi/Intramolecular Diels-Alder reaction of 5-hydroxymethylfurfural. Tetrahedron Lett. 2019, 60б 1578-1581
Guranova, N. I.; Dar'in, D.; Kantin, G.; Novikov, A. D.; Bakulina, O.; Krasavin, M. Fused vs. spiro: kinetic, not thermodynamic preference may direct the reaction of alpha-carbonyl oxonium ylides. Tetrahedron Lett. 2019, 60, 1582-1586
Firsov, A.; Sapegin, A.; Krasavin, M. Convenient Assembly of Privileged (Hetero)Arene-Fused Benzo[1.4]oxazepines via Two Tandem SNAr Events. Part 2 — The Use of o-[N-(Hetero)aryl]aminomethyl phenols. Eur. J. Org. Chem. 2019, 5242-5246
Bakulina, O.; Rashevskii, A.; Dar'in, D.; Halder, S.; Khagar, P.; Krasavin, M. Modular assembly of tunable fluorescent chemosensors selective for Pb2+ and Cu2+ metal ions via the multicomponent Castagnoli-Cushman reaction. ChemistrySelect 2019, 4, 6066-6073
Lukin, A.; Bakholdina, A.; Kryukova, A.; Sapegin, A.; Krasavin, M. A three-component, Zn(OTf)2-mediated entry into trisubstituted 2-aminoimidazoles. Beilstein J. Org. Chem. 2019, 15, 1061-1064
Levels, M. J.; Fehres, C. M.; van Baarsen, L. G. M.; van Uden, N. O. P.; Germar, K.; O'Toole, T. G.; Blijdorp, I. C. J.; Semmelink, J. F.; Doorenspleet, M. E.; Bakker, A. Q.; Krasavin, M.; Tomilin, A.; Brouard, S.; Spits, H.; Baeten, D. L. P.; Yeremenko, N. G. BOB.1 controls memory B-cell fate in the germinal center reaction. J. Autoimmun. 2019, 101, 131-144
Dar'in, D.; Kantin, G.; Krasavin, M. A ‘Sulfonyl-Azide-Free’ (SAFE) Aqueous-Phase Diazo Transfer Reaction for Parallel and Diversity-Oriented Synthesis. Chem. Commun. 2019, 55, 5239-5242
Sapegin, A.; Krasavin, M. Convenient Assembly of Privileged (Hetero)Arene-Fused Benzo[1.4]oxazepines via Two Tandem SNAr Events. Part 1 — On the Importance of the Intermittent Smiles Rearrangement. Eur. J. Org. Chem. 2019, 5234-5241
Shetnev, A.; Baykov, S.; Kalinin, S.; Belova, A.; Sharoyko, V.; Rozhkov, A.; Zelenkov, L.; Tarasenko, M.; Sadykov, E.; Korsakov, M.; Krasavin, M. 1,2,4-Oxadiazole/2-imidazoline hybrids: Multi-target-directed compounds for the treatment of infectious diseases and cancer. Int. J. Mol. Sci. 2019, 20, 1699; doi:10.3390/ijms20071699
Bannykh, A. V.; Bakulina, O. Yu., Dar'in, D. V.; Krasavin, M. Yu. Hydroxylamine as an ammonia equivalent: access to NH-tetrahydroisoquinolonic derivatives from aldoximes by the Castagnoli–Cushman reaction followed by reduction. Mendeleev Commun. 2019, 29, 337-338
Zhukovsky, D.; Dar'in, D.; Kantin, G.; Krasavin, M. Synthetic exploration of α-diazo γ-butyrolactams. Eur. J. Org. Chem. 2019, 2397-2400
Chupakhin, E.; Bakulina, O.; Dar'in, D.; Krasavin, M. 1,1'-Carbonyldiimidazole as a novel cyclodehydrating agent for the Castagnoli−Cushman reaction of dicarboxylic acids and imines. Mendeleev Commun. 2019, 29, 292-293
Bolotin, S. S.; Korzhikov-Vlakh, V.; Sinitsyna, E.; Yunusova, S. N.; Suslonov, V. V.; Shetnev, A.; Osipyan, A.; Krasavin, M.; Kukushkin, V. Biocompatible Zinc(II) 8-(Dihydroimidazolyl)quinoline Complex and its Catalytic Application for Synthesis of Poly(L,L-lactide). J. Catal. 2019, 372, 362-369
Guranova, N.; Dar'in, D.; Kantin, G.; Novikov, A.; Bakulina, O.; Krasavin, M. Rh(II)-Catalyzed Spirocyclization of α-Diazo Homophthalimides with Cyclic Ethers. J. Org. Chem. 2019, 84, 4534-4542
Chupakhin, E.; Bakulina, O.; Dar'in, D.; Krasavin, M. Facile access to Fe(III)-complexing cyclic hydroxamic acids in a three-component format. Molecules 2019, 24, 864
Firsov, A.; Chupakhin, E.; Dar'in, D.; Bakulina, O.; Krasavin, M. Three-Component Castagnoli-Cushman Reaction of 3-Arylglutaconic Acids with Aromatic Aldehydes and Amines Delivers Rare 4,6-Diaryl 1,6-Dihydropyridine-2(3H)-ones. Org. Lett. 2019, 21, 1637-1640
Krasavin, M.; Shetnev, A.; Baykov, S.; Kalinin, S.; Nocentini, A.; Sharoyko, V.; Poli, G.; Tuccinardi, T.; Korsakov, M.; Tennikova, T. B.; Supuran, C. T. Pyridazinone-substituted benzenesulfonamides display potent inhibition of membrane-bound human carbonic anhydrase IX and promising antiproliferative activity against cancer cell lines. Eur. J. Med. Chem. 2019, 168, 301-314
Safrygin, A.; Dar'in, D.; Lukin, A.; Bakholdina, A.; Sapegin, A.; Krasavin, M. Zn(OTf)2-catalyzed, microwave-promoted synthesis of 2-substituted 5-methyloxazoles from propargylic amides. Tetrahedron Lett. 2019, 60, 777-779
Dar'in, D.; Kantin, G.; Bakulina, O.; Zalubovskis, R.; Krasavin, M. Flexible entry into 3-arylpent-2-enedioic acids via Heck-Matsuda arylation of dimethyl glutaconate with arenediazonium tosylates. Synthesis 2019, 51, 2230-2236
Dubovtsev, A. Yu.; Dar'in, D. V.; Krasavin, M.; Kukushkin, V. Yu. Gold-catalyzed Oxidation of Internal Alkynes into Benzils and its Application for One-pot Synthesis of Five-, Six-, and Seven-Membered Azaheterocycles. Eur. J. Org. Chem. 2019, 1856
Kryukova, M.; Sapegin, A.; Novikov, A.; Krasavin, M.; Ivanov. D. New Crystal Forms For Biologically Active Compounds. Part 1: Non-covalent Interactions in Adducts of Nevirapine with XB Donors. Crystals 2019, 9, 71
Li-Zhulanov, N. S.; Il’ina, I. V.; Chicca, A.; Schenker, P.; Patrusheva, O. S.; Nazimova, E. V.; Korchagina, D. V.; Krasavin, M.; Volcho, K. P.; Salakhutdinov, N. F. Effect of chiral polyhydrochromenes on cannabinoid system. Med. Chem. Res. 2019, 28, 450-464
Bakulina, O.; Bannykh, A.; Jovanović, M.; Domračeva, I.; Podolski-Renić, A.; Žalubovskis, R.; Pešić, M.; Dar’in, D.; Krasavin, M. Design, synthesis and biological evaluation of novel derivatives of dithiodiglycolic acid prepared via oxidative coupling of thiols. J. Enzyme Inhib. Med. Chem. 2019, 34, 665-671
Krasavin, M.; Lukin, A.; Vedekhina, T.; Manicheva, O.; Dogonadze, M.; Vinogradova, T.; Zabolotnykh, N.; Rogacheva, E.; Kraeva, L.; Sharoyko, V.; Tennikova, T. B.; Dar’in, D.; Sokolovich, E. Attachment of a 5-nitrofuroyl moiety to spirocyclic piperidines produces non-toxic nitrofurans that are efficacious in vitro against multidrug-resistant Mycobacterium tuberculosis. Eur. J. Med. Chem. 2019. 166, 125-135
Iakovenko, R.; Chicca, A.; Nieri, D.; Reynoso-Moreno, I.; Gertsch, J.; Krasavin, M.; Vasilyev, A. Synthesis of various arylated trifluoromethyl substituted indanes and indenes, and study of their biological activity. Tetrahedron 2019, 75, 624-632
Krasavin, M.; Shetnev, A.; Sharonova, T.; Baykov, S.; Kalinin, S.; Nocentini, A.; Sharoyko, V.; Poli, G.; Tuccinardi, T.; Presnukhina, S.; Tennikova, T. B.; Supuran, C. T. Continued exploration of 1,2,4-oxadiazole periphery for carbonic anhydrase-targeting primary arene sulfonamides: discovery of subnanomolar inhibitors of membrane-bound hCA IX isoform that selectively kill cancer cells in hypoxic environment. Eur. J. Med. Chem. 2019, 164, 92-105
Reutskaya, E.; Osipyan, A.; Sapegin, A.; Novikov, A.; Krasavin, M. Re-thinking Hydrolytic Imidazoline Ring Expansion: A Common Approach to the Preparation of Medium-Sized Rings via Side Chain Insertion into [1.4]Oxa- and [1.4]Thiazepinone Scaffold. J. Org. Chem. 2019, 84, 1693-1705
Grintsevich, S.; Sapegin, A.; Reutskaya, E.; Krasavin, M. Antiviral drug nevirapine as a template for hydrated imidazoline ring expansion (HIRE): rapid access to the diarene-fused 1,4,7-triazecine ring system. Tetrahedron Lett. 2019, 60, 20-22
Dar'in, D.; Zarubaev, V.; Galochkina, A.; Gureev, M.; Krasavin, M. Non-chelating p-phenylidene-linked bis-imidazoline analogs of known influenza virus endonuclease inhibitors: synthesis and anti-influenza activity. Eur. J. Med. Chem. 2019, 161, 526-532
Kryukova, M. A.; Sapegin, A. V.; Novikov, A. S.; Krasavin, M.; Ivanov, D. M. Non-covalent interactions observed in nevirapinium pentaiodide hydrate which include the rare I4-I-•••O=C halogen bonding. Z. Kristallogr. Cryst. Mater. 2019, 234, 101-108
2018
Chizhova, M.; Khoroshilova, O.; Dar'in, D.; Krasavin, M. Unusually Reactive Cyclic Anhydride Expands the Scope of the Castagnoli-Cushman Reaction. J. Org. Chem. 2018, 83, 12722-12733
Chizhova, M.; Khoroshilova, O.; Dar’in, D.; Krasavin, M. Acetic anhydride to the rescue: facile access to privileged 1,2,3,4-tetrahydropyrazino[1,2-a]indole core via the Castagnoli-Cushman reaction. Tetrahedron Lett. 2018, 59, 3612-3615
Krasavin, M.; Lukin, A.; Vedekhina, T.; Manicheva, O.; Dogonadze, M.; Vinogradova, T.; Zabolotnykh, N.; Rogacheva, E.; Kraeva, L.; Yablonsky, P. Conjugation of a 5-nitrofuran-2-oyl moiety to aminoalkylimidazoles produces non-toxic nitrofurans that are efficacious in vitro and in vivo against multidrug-resistant Mycobacterium tuberculosis. Eur. J. Med. Chem. 2018, 157, 1115-1126
Osipyan, A.; Sapegin, A.; Novikov, A.; Krasavin, M. Rare Medium-Sized Rings Prepared via Hydrolytic Imidazoline Ring Expansion (HIRE). J. Org. Chem. 2018, 83, 9707-9717
Golubev, P.; Krasavin, M. N-Isocyanodialkylamines Generated In Situ for the Joullié-Ugi reaction with Indolenines. Tetrahedron Lett. 2018, 59, 3532-3536
Kantin, G.; Dar'in, D.; Krasavin, M. Rh(II)-catalyzed Cycloaddition of α-Diazo Homophthalimides and Nitriles Delivers Novel Oxazolo[5,4-c]isoquinolin-5(4H)-one Scaffold. Eur. J. Org. Chem. 2018, 4857-4859
Chuprun, S. S.; Kantin, G.; Krasavin, M. Synthesis and Medicinal Applications of N-Aryl-C-nitroazoles. Mini Rev. Med. Chem. 2018, 18, 1733-1752
Chupakhin, E. G.; Krasavin, M. Yu. Achievements in the synthesis of cyclooctynes for ring strain-promoted [3+2] azide-alkyne cycloaddition. Chem. Heterocycl. Compd. 2018, 54, 483-501
Safrygin, A.; Krivosheyeva, E.; Dar'in, D.; Krasavin, M. Efficient conversion of tertiary propargylamides into imidazoles via hydroamination-cyclization. Synthesis 2018, 50, 3048-3058
Lukin, A.; Kalinchenkova, N.; Vedekhina, T.; Zhurilo, N.; Krasavin, M. Diversity-oriented synthesis of N,N-dimethylamino-substituted azoles employing TBTU. Tetrahedron Lett. 2018, 59, 2732-2735
Chupakhin, E.; Dar'in, D.; Krasavin, M. The Castagnoli-Cushman Reaction in a three-component format. Tetrahedron Letters 2018, 59, 2595-2599
Konovalov, A. I.; Antipin, I. S.; Burilov, V. A.; Madzhidov, T. I.; Kurbangalieva, A. R.; Nemtarev, A. V.; Solovieva, S. E.; Stoikov, I. I.; Mamedov, V. A.; Zakharova, L. Ya.; Gavrilova, E. L.; Sinyashin, O. G.; Balova, I. A.; Vasilyev, A. V.; Zenkevich, I. G.; Krasavin, M. Yu.; Kuznetsov, M. A.; Molchanov, A. P.; Novikov, M. S.; Nikolaev, V. A.; Rodina, L. L.; Khlebnikov, A. F.; Beletskaya, I. P.; Vatsadze, S. Z.; Gromov, S. P.; Zyk, N. V.; Lebedev, A. T.; Lemenovskii, D. A.; Petrosyan, V. S.; Nenaidenko, V. G.; Negrebetskii, V. V.; Baukov, Yu. I.; Shmigol', T. A.; Korlyukov, A. A.; Tikhomirov, A. S.; Shchekotikhin, A. E.; Traven', V. F.; Voskresenskii, L. G.; Zubkov, F. I.; Golubchikov, O. A.; Semeikin, A. S.; Berezin, D. B.; Stuzhin, P. A.; Filimonov, V. D.; Krasnokutskaya, E. A.; Fedorov, A. Yu.; Nyuchev, A. V.; Orlov, V. Yu.; Begunov, R. S.; Rusakov, A. I.; Kolobov, A. V.; Kofanov, E. R.; Fedotova, O. V.; Egorova, A. Yu.; Charushin, V. N.; Chupakhin, O. N.; Klimochkin, Yu. N.; Osyanin, V. A.; Reznikov, A. N.; Fisyuk, A. S.; Sagitullina, G. P.; Aksenov, A. V.; Aksenov, N. A.; Grachev, M. K.; Maslennikova, V. I.; Koroteev, M. P.; Brel', A. K.; Lisina, S. V.; Medvedeva, S. M.; Shikhaliev, Kh. S.; Suboch, G. A.; Tovbis, M. S.; Mironovich, L. M.; Ivanov, S. M.; Kurbatov, S. V.; Kletskii, M. E.; Burov, O. N.; Kobrakov, K. I.; Kuznetsov, D. N. Modern Trends of Organic Chemistry in Russian Universities. Russ. J. Org. Chem. 2018, 54, 157–371
Bakulina, O.; Dar'in, D.; Krasavin, M. Mixed Carboxylic-Sulfonic Anhydride in Reactions with Imines: A Straightforward Route to Water-Soluble Beta-Lactams via a Staudinger-Type Reaction. Org. Biomol. Chem. 2018, 16, 3989-3998
Usmanova, L.; Dar'in, D.; Novikov, M. S.; Gureev, M.; Krasavin, M. Bicyclic Piperazine Mimetics of the Peptide Beta-Turn Assembled via the Castagnoli-Cushman Reaction. J. Org. Chem. 2018, 83, 5859-5868
Krasavin, M.; Gureyev, M. A.; Dar’in, D.; Bakulina, O.; Chizhova, M.; Lepikhina, A.; Novikova, D.; Grigoreva, T.; Ivanov, G.; Zhumagalieva, A.; Garabadzhiu, A. V.; Tribulovich V. G. Design, in silico prioritization and biological profiling of apoptosis-inducing lactams amenable by the Castagnoli-Cushman reaction. Bioorg. Med. Chem. 2018, 26, 2651-2673
Sapegin, A.; Krasavin, M. Efficient Suzuki-Miyaura mono-arylation of symmetrical diiodo(hetero)arenes. Tetrahedron Lett. 2018, 59, 1948-1951
Burianova, V.; Bolotin, D.; Mikherdov, A.; Novikov, A.; Mokolokolo, P.; Roodt, A.; Boyarskiy, V.; Dar'in, D.; Krasavin, M.; Suslonov, V.; Zhdanov, A.; Zhizhin, K.; Kuznetsov, N. Mechanism of Generation of closo-Decaborato Amidrazones. Intramolecular Non-covalent B–H•••π(Ph) Interaction Determines Stabilization of the Configuration around the Amidrazone C=N Bond. New J. Chem. 2018, 42, 8693-8703
Tutov, A.; Bakulina, O.; Dar'in, D.; Krasavin, M. Concise Synthesis of 2-N-Hydroxy-3,4-dihydroisoquinol-2-one: a Bacterial Siderophore and Human 5-Lipooxygenase Inhibitor. Tetrahedron Lett. 2018, 59, 1511-1512
Mikheyev, A.; Kantin, G.; Krasavin, M. Aldazines in the Castagnoli-Cushman reaction. Synthesis 2018, 50, 2076-2086
Sapegin, A.; Krasavin, M. 1,4-Diiodo-2,3,5,6-tetrafluorobenzene (DITFB) in the Synthesis of Polyfluorinated Organic Compounds. J. Fluorine Chem. 2018, 209, 56-64
Bakulina, O.; Chizhova, M.; Dar'in, D.; Krasavin, M. A General Way to Construct Arene-Fused Seven-Membered Nitrogen Heterocycles. Eur. J. Org. Chem. 2018, 362-371
Guranova, N.; Dar'in, D.; Krasavin, M. Facile access to 3-unsubstituted tetrahydroisoquinolonic acids via the Castagnoli-Cushman reaction. Synthesis 2018, 50, 2076-2086
Moreau, E.; Dar'in, D.; Krasavin, M. The first example of azole-fused cyclic anhydride reacting in the Castagnoli-Cushman way. Synlett 2018, 29, 890-893
Sapegin, A.; Kalinin, S.; Angeli, A.; Supuran, C. T.; Krasavin, M. Unprotected primary sulfonamide group facilitates ring-forming cascade en route to polycyclic [1.4]oxazepine-based carbonic anhydrase inhibitors. Bioorg. Chem. 2018, 76, 140-146
Krasavin, M.; Shetnev,A.; Sharonova, T.; Baykov, S.; Tuccinardi, T.; Kalinin, K.; Angeli, A.; Supuran, C. T. Heterocyclic Periphery in the Design of Carbonic Anhydrase Inhibitors: 1,2,4-Oxadiazol-5-yl Benzenesulfonamides as Potent and Selective Inhibitors of Cytosolic hCA II and Membrane-Bound hCA IX Isoforms. Boorg. Chem. 2018, 76, 88-97
2017
Bakulina, O.; Bannykh, A.; Dar’in, D.; Krasavin, M. Iron-Complexing Cyclic Hydroxamic Acid Analogs of Bacterial Siderophores Prepared via the Castagnoli-Cushman Reaction of Unprotected Oximes. Chem. Eur. J. 2017, 23, 17667 – 17673
Lepikhina, A.; Dar'in, D.; Bakulina, O.; Chupakhin, E.; Krasavin, M. Skeletal Diversity in Combinatorial Fashion: A New Format for the Castagnoli-Cushman Reaction. ACS Comb. Sci. 2017, 19, 702-707
Kalinin, S.; Kopylov, S.; Tuccinardi, T.; Sapegin, A.; Dar'in, D.; Angeli, A.; Supuran, C. T.; Krasavin, M. Lucky Switcheroo: Dramatic Potency and Selectivity Improvement of Imidazoline Inhibitors of Human Carbonic Anhydrase VII. ACS Med. Chem. Lett. 2017, 8, 1105−1109
Krasavin, M.; Lukin, A.; Bakholdina, A.; Zhurilo, N.; Onopchenko, O.; Borysko, P.; Zozulya, S.; Moore, D.; Tikhonova, I. G. Continued SAR Exploration of 1,2,4-Thiadiazole-containing Scaffolds in the Design of Free Fatty Acid Receptor 1 (GPR40) agonists. Eur. J. Med. Chem. 2017, 140, 229-238
Galambos, J.; Bielik, A.; Wágner, G.; Domány, G.; Kóti, J.; Béni, Z.; Szigetvári, A.; Sánta, Z.; Orgován, Z.; Bobok, A.; Kiss, b.; Mikó-Bakk, M. L.; Vastag, M.; Sághy, K.; Krasavin, M.; Gál, K.; Greiner, I.; Szombathelyi, Z.; Keserű, G. M. Discovery of 4-amino-3-arylsulfoquinolines, a novel non-acetylenic chemotype of metabotropic glutamate 5 (mGlu5) receptor negative allosteric modulators. Eur. J. Med. Chem. 2017, 133, 240-254
Chizhova, M.; Dar'in, D.; Krasavin, M. Complications in the Castagnoli-Cushman reaction: an unusual course of reaction between cyclic anhydrides and sterically hindered indolenines. Tetrahedron Lett. 2017, 58, 3470-3473
Bakulina, O.; Ivanov, A.; Suslonov, V.; Dar'in, D.; Krasavin, M. A Speedy Route to Sterically Encumbered, Benzene-fused Derivatives of Privileged, Naturally Occurring Hexahydropyrrolo[1,2-b]isoquinoline. Beilstein J. Org. Chem. 2017, 13, 1413-1424
Kantin, G.; Chupakhin, E.; Dar'in, D.; Krasavin, M. Efficient cyclodehydration of dicarboxylic acids with oxalyl chloride. Tetrahedron Lett. 2017, 58, 3160-3163
Krasavin, M.; Korsakov, M.; Ronzhina, O.; Tuccinardi, T.; Kalinin, S.; Tanç, M.; Supuran, C. T. Primary mono- and bis-sulfonamides obtained via regiospecific sulfochlorination of N-arylpyrazoles: inhibition profile against a panel of human carbonic anhydrases. J. Enz. Inhib. Med. Chem. 2017, 32, 920-934
Ferraroni, M.; Luccarini, L.; Masini, E.; Korsakov, M.; Scozzafava, A.; Supuran, C. T.; Krasavin, M. 1,3-Oxazole-based selective picomolar inhibitors of cytosolic human carbonic anhydrase II alleviate ocular hypertension in rabbits: potency is supported by X-ray crystallography of two leads. Bioorg. Med. Chem. 2017, 25, 4560-4565
Sapegin, A.; Osipyan, A.; Krasavin, M. Structurally Diverse Arene-Fused Ten-Membered Lactams Accessed via Hydrolytic Imidazoline Ring Expansion. Org. Biomol. Chem. 2017, 15, 2906-2909
Krasavin, M. N-(Hetero)aryl 2-imidazolines: an emerging privileged motif for contemporary drug design. Chem. Heterocycl. Comp. 2017, 53, 240-255 (Invited Contribution to Special Issue: "Privileged heterocyclic scaffolds in chemical biology and drug discovery: Synthesis and bioactivity", Guest Editor Prof. C. D. Altomare)
Golubev, P.; Krasavin, M. Sterically Constrained and Encumbered: An Approach to Naturally Occurring Peptidomimetic Tetrahydropyrazino[1,2-a]indole-1,4-dione Core. Eur. J. Org. Chem. 2017, 1740-1744
Galambos, J.; Bielik, A.; Krasavin, M.; Orgován, Z.; Domány, G.; Nógrádi, K.; Wágner, G.; Balogh, G.; Béni, Z.; Koti, J.; Szakács, Z.; Bobok, A.; Kolok, S.; Miko-Bakk, M.; Vastag, M.; Sághy, K.; Laszy, J.; Halász, A.; Balázs, O.; Gál, K.; Greiner, I.; Szombathelyi, Z.; Keserű, G. Discovery and Preclinical Characterization of 3-((4-(4-chlorophenyl)-7-fluoroquinoline-3-yl)sulfonyl)benzonitrile, a Novel Non-acetylenic Metabotropic Glutamate Receptor 5 (mGluR5) Negative Allosteric Modulator for Psychiatric Indications. J. Med. Chem. 2017, 60, 2470-2484
Usmanova, L.; Bakulina, O.; Dar'in, D.; Krasavin, M.* Spontaneous formation of tricyclic lactones following the Castagnoli-Cushman reaction. Chemistry of Heterocyclic Compounds 2017, 53, 474-479 (Invited Contribution to Special Issue: Multicomponent Reactions in Heterocycle Synthesis, Editor Thomas J. J. Mueller)
Krasavin, M.;* Korsakov, M.; Zvonaryova, Z.; Semyonychev, E.; Tuccinardi, T.; Kalinin, S.; Tanç, M.; Supuran, C. T.* Human carbonic anhydrase inhibitory profile of mono- and bis-sulfonamides synthesized via a direct sulfochlorination of 3-and 4-(hetero)arylisoxazol-5-amine scaffolds. Bioorg. Med. Chem. 2017, 25, 1914-1925
Krasavin, M.;* Parchinsky, V.; Kantin, G.; Manicheva, O; Dogonadze, M.; Vinogradova, T.; Karge, B.; Brönstrup, M. New nitrofurans amenable by isocyanide multicomponent chemistry are active against multidrug-resistant and poly-resistant Mycobacterium tuberculosis. Bioorg. Med. Chem. 2017, 25, 1867-1874
Bakulina, O.; Dar'in, D.; Krasavin, M.* o-Phenylenediacetic acid anhydride in the Castagnoli-Cushman reaction: extending the product space to epsilon-lactams. SYNLETT 2017, 28, 1165-1169
Krasavin, M.; Lukin, A.; Bagnyukova, D.; Zhurilo, N.; Golovanov, A.; Zozulya, S.; Zahanich, I.; Daniel Moore, D.; Tikhonova, I. G. Polar aromatic periphery increases agonist potency of spirocyclic free fatty acid receptor (GPR40) agonists inspired by LY2881835. Eur. J. Med. Chem. 2017, 127, 357-368
Kantin, G.; Krasavin, M. Microwave-promoted reaction of N-alk-1-enyl chloroacetamides with sodium azide unexpectedly yields 1H-imidazol-5(4H)-ones. Mendeleev Commun. 2017, 27, 95-96
Kuznetsov, M. A.; Shestakov, A. N.; Zibinsky, M.; Krasavin, M.; Supuran, C. T.; Kalinin, S.; Tanc, M. Synthesis, structure and properties of N-aminosaccharin - A selective inhibitor of human carbonic anhydrase I. Tetrahedron Lett. 2017, 58, 172-174
Krasavin, M.; Lukin, A.; Bagnyukova, D.; Zhurilo, N.; Zahanich, I.; Zozulya, S. Novel FFA1 (GPR40) agonists containing spirocyclic periphery: polar azine periphery as a driver of potency. J. Enzyme Inhib. Med. Chem. 2017, 32, 29-36
Zubkov, F. I.; Orlova, D. N.; Zaytsev, V. P.; Voronov, A. A.; Nikitina, E. V.; Khrustalev, V. N.; Novikov, R. A.; Krasavin, M.; Varlamov. Short Approach to Pyrrolopyrazino-, Pyrrolodiazepino-Isoindoles and their Benzo Analogues via the IMDAF reaction. Curr. Org. Synth. 2017, 14, 733-746
Bolotin, D. S.; Il'in, M. V.; Kolesnikov, I. E.; Suslonov, V. V.; Novozhilov, Y.; Ronzhina, O.; Krasavin, M.; Boyarskiy, V. P.; Roodt, A. Fluorescent (pyrazolyl acetoxime)ZnII complexes: synthetic, structural, and photophysical studies. Inorg. Chim. Acta 2017, 455, 9-14