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Electrochemically Induced Synthesis of Imidazoles from Vinyl Azides and Benzyl Amines Научная публикация

Журнал Molecules
ISSN: 1420-3049
Вых. Данные Год: 2022, Том: 27, Номер: 22, Номер статьи : 7721, Страниц : DOI: 10.3390/molecules27227721
Авторы Vil’ Vera A. 1 , Grishin Sergei S. 1 , Terent’ev Alexander O. 1
Организации
1 N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, 47 Leninsky Prospect, Moscow 119991, Russia

Реферат: An electrochemically induced synthesis of imidazoles from vinyl azides and benzyl amines was developed. A wide range of imidazoles were obtained, with yields of 30 to 64%. The discovered transformation is a multistep process whose main steps include the generation of electrophilic iodine species, 2H-azirine formation from the vinyl azide, followed by its reactions with benzyl amine and with imine generated from benzyl amine. The cyclization and aromatization of the obtained intermediate lead to the target imidazole. The synthesis proceeds under constant current conditions in an undivided cell. Despite possible cathodic reduction of various unsaturated intermediates with C=N bonds, the efficient electrochemically induced synthesis of imidazoles was carried out.
Библиографическая ссылка: Vil’ V.A. , Grishin S.S. , Terent’ev A.O.
Electrochemically Induced Synthesis of Imidazoles from Vinyl Azides and Benzyl Amines
Molecules. 2022. V.27. N22. 7721 . DOI: 10.3390/molecules27227721 WOS Scopus OpenAlex
Идентификаторы БД:
Web of science: WOS:000887399900001
Scopus: 2-s2.0-85142647679
OpenAlex: W4308871943
Цитирование в БД:
БД Цитирований
OpenAlex 1
Scopus 1
Web of science 1
Альметрики: