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Synthesis of 4,5,6,7-tetrahydro-1H-indole derivatives through successive Sonogashira coupling/Pd-mediated 5-endo-dig cyclizationстатья
Статья опубликована в высокорейтинговом журнале
Информация о цитировании статьи получена из
Web of Science,
Scopus
Статья опубликована в журнале из списка Web of Science и/или Scopus
Дата последнего поиска статьи во внешних источниках: 19 июля 2013 г.
- Авторы: Andreev Ivan A., Belov Dmitry S., Kurkin Alexander V., Yurovskaya Marina A.
- Журнал: European Journal of Organic Chemistry
- Том: 2013
- Номер: 4
- Год издания: 2013
- Издательство: John Wiley & Sons Ltd.
- Местоположение издательства: United Kingdom
- Первая страница: 649
- Последняя страница: 652
- DOI: 10.1002/ejoc.201201417
- Аннотация: A one-pot Sonogashira cross-coupling/5-endo-dig cyclization procedure leading to 2-aryl-4,5,6,7-tetrahydroindoles was developed. This short (only two steps from commercially available compounds) sequence avoids harsh conditions and expensive catalysts. Our procedure is highly tolerant to a range of functional groups (amino, nitro, carboxy, cyano, hydroxy, and bromo). A family of 21 tetrahydroindoles was synthesized on a gram scale in a good to excellent yields, which is indicative of the general character and scalability of this reaction. This methodology allows access to indoles bearing miscellaneous substituents at the C2 position (by variation of ArI) and at the nitrogen atom (by variation of RNH2, including chiral moieties).
- Добавил в систему: Андреев Иван Антонович