Direct conversion of 3-(2-nitroethyl)-1H-indoles into 2-(1H-indol-2-yl)acetonitriles

The recently discovered [4+1]-spirocyclization of nitroalkenes to indoles provided a convenient new approach to 2-(1H-indol-2-yl)acetonitriles. However, this reaction was complicated by the formation of inert 3-(2-nitroethyl)-1H-indole byproducts. Herein, we offer a workaround this problem that allows for effective transformation of the unwanted byproducts into acetonitrile target molecules. © 2021 by the authors. Licensee MDPI, Basel, Switzerland.

Авторы
Aksenov A.V. 1 , Aksenov N.A. 1 , Aleksandrova E.V. 1 , Aksenov D.A. 1 , Grishin I.Yu.1 , Sorokina E.A. 2 , Wenger A.3 , Rubin M. 1, 3
Журнал
Издательство
MDPI AG
Номер выпуска
20
Язык
Английский
Статус
Опубликовано
Номер
6132
Том
26
Год
2021
Организации
  • 1 Department of Chemistry, North Caucasus Federal University, 1a Pushkin St, Stavropol, 355017, Russian Federation
  • 2 Organic Chemistry Department, Peoples’ Friendship, University of Russia (RUDN University), 6, Miklukho-Maklaya St, Moscow, 117198, Russian Federation
  • 3 Department of Chemistry, University of Kansas, 1567 Irving Hill Road, Lawrence, KS 66045, United States
Ключевые слова
1,2-alkyl shift; Cascade transformations; Heterocycles; Nitroalkanes; Rearrangements
Дата создания
16.12.2021
Дата изменения
16.12.2021
Постоянная ссылка
https://repository.rudn.ru/ru/records/article/record/76571/
Поделиться

Другие записи