Interaction of indolylzinc chloride with 2-chloro-3-nitrothiophene gave 3-(3-nitrothien-2-yl)indole (7) which was converted, via reduction followed by acylation, into 3-(3-acylaminothien-2-yl)indoles (9a-c). Cyclization of 9a-c induced by phosphorus oxychloride under Bischler-Napieralski reaction conditions, took place regioselectively at the indolic C-4 locus to furnish the respective thieno[2′,3′: 6,7]azepino[5,4,3-cd]indoles (3a-c).
|Original language||English (US)|
|Number of pages||10|
|State||Published - Oct 1 2002|
ASJC Scopus subject areas
- Analytical Chemistry
- Organic Chemistry