Electro-Oxidative Th iocyanidation of Azopyrazoles
- Authors: Kudinova A.S.1, Siling E.D.1, Gorpichenko N.V.2, Sigacheva V.L.1, Lyalin B.V.1, Kokorekin V.A.1
-
Affiliations:
- N.D. Zelinsky Institute of Organic Chemistry RAS
- I.M. Sechenov First Moscow State Medical University, MOH RF, (Sechenov University)
- Issue: Vol 122, No 2 (2024): THEMED SECTION: FUNDAMENTAL PRINCIPLES OF ORGANIC ELECTROCHEMISTRY, CREATION OF NEW FUNCTIONAL MATERIALS AND MATERIALS FOR MEDICINE
- Pages: 12-17
- Section: THEMED SECTION: FUNDAMENTAL SCIENTIFIC RESEARCH IN THE FIELD OF NATURAL SCIENCES
- URL: https://journal-vniispk.ru/1605-8070/article/view/303361
- DOI: https://doi.org/10.22204/2410-4639-2024-122-02-12-17
- ID: 303361
Cite item
Full Text
Abstract
The possibility of electrooxidative C—H functionalization of azopyrazoles was demonstrated for the first time on the example of their mono- and dithiocyanation under mild conditions with a yield of 47–52%. The main patterns of the process were studied and the antifungal activity of the resulting products was revealed, comparable to or superior to the antifungal drug fluconazole.
About the authors
Anastasia S. Kudinova
N.D. Zelinsky Institute of Organic Chemistry RAS
Author for correspondence.
Email: ana_kudinova@mail.ru
Russian Federation, 47 Leninsky Ave., Moscow, 119991, Russia
Ekaterina D. Siling
N.D. Zelinsky Institute of Organic Chemistry RAS
Email: kate720@yandex.ru
Russian Federation, 47 Leninsky Ave., Moscow, 119991, Russia
Natalia V. Gorpichenko
I.M. Sechenov First Moscow State Medical University, MOH RF, (Sechenov University)
Email: Gorpinchenko_n_v@staff.sechenov.ru
Russian Federation, 96 bld.1 Vernadsky Ave., Moscow, 119571, Russia
Vera L. Sigacheva
N.D. Zelinsky Institute of Organic Chemistry RAS
Email: siga@ioc.ac.ru
Russian Federation, 47 Leninsky Ave., Moscow, 119991, Russia
Boris V. Lyalin
N.D. Zelinsky Institute of Organic Chemistry RAS
Email: lyalin@ioc.ac.ru
Russian Federation, 47 Leninsky Ave., Moscow, 119991, Russia
Vladimir A. Kokorekin
N.D. Zelinsky Institute of Organic Chemistry RAS
Email: vakokorekin@ioc.ac.ru
Russian Federation, 47 Leninsky Ave., Moscow, 119991, Russia
References
- V.M. Dembitsky, T.A. Gloriozova, V.V. Poroikov Nat. Prod. Bioprosp., 2017, 7, 151. doi: 10.1007/s13659-016-0117-3.
- S. Benkhaya, S. M’rabet, A. El Harfi Heliyon, 2020, 6, e03271. doi: 10.1016/j.heliyon.2020.e03271.
- Y. Qu, S.P. Babailov J. Mater. Chem. A, 2018, 6, 1915. doi: 10.1039/C7TA09593G.
- M.-Y. Zhao, Y.-F. Tang, G.-Z. Han Molecules, 2023, 28, 6741. doi: 10.3390/molecules28186741.
- B.V. Lyalin, V.L. Sigacheva, V.A. Kokorekin, V.A. Petrosyan Tetrahedron Lett., 2018, 59, 2741. doi: 10.1016/j.tetlet.2018.05.089.
- B.V. Lyalin, V.L. Sigacheva, A.S. Kudinova, S.V. Neverov, V.A. Kokorekin, V.A. Petrosyan Molecules, 2021, 26, 4749. doi: 10.3390/molecules26164749.
- R.E. Frank, D.N. Hume J. Am. Chem. Soc., 1953, 75, 1736. doi: 10.1021/ja01103a509.
- F. Cataldo J. Inorg. Organomet. Polym., 1997, 7, 35. doi: 10.1023/a:1021613801254.
- N.A. Semina, S.V. Sidorenko, S.P. Rezvan, S.L. Grudinina, L.S. Strachunsky, O.U. Stetciuk, R.S. Kozlov, M.V. Eidel`Shtein, E.A. Ved`Mina, L.G. Stolyarova, I.V. Vlasova, Z.S. Sereda Clin. Mikrobiol. Antimikrob. Chimioter. [Kliniceskaa Mikrobiologia i Antimikrobnaa Himioterapia], 2004, 6(4), 306 (in Russian).
- M07. Methods for Dilution Antimicrobial Susceptibility Tests for Bacteria that Grow Aerobically (11th Edn), USA, PA, Wayne, Clinical and Laboratory Standards Institute, 2018, 91 pp.
- M27. Reference Method for Broth Dilution Antifungal Susceptibility Testing of Yeasts (4th Edn), USA, PA, Wayne, Clinical and Laboratory Standards Institute, 2017, 33 pp.
- EUCAST Definitive Document E.DEF 9.3.2 Method for the Determination of Broth Dilution Minimum Iinhibitory Concentrations of Antifungal Agents for Conidia Forming Moulds, European Commitee on Antimicrobial Susceptibility Testing (EUCAST), 2020, 23 pp. (https://www.eucast.org/fileadmin/src/media/PDFs/EUCAST_files/AFST/Files/EUCAST_E_Def_9.3.2_Mould_testing_definitive_revised_2020.pdf).
Supplementary files
