Chemoselective N-acylation of indoles using thioesters as acyl source

Abstract

The selective acylation of indoles often requires sensitive and reactive acyl chloride derivatives. Here, we report a mild, efficient, functional group tolerant, and highly chemoselective N-acylation of indoles using thioesters as a stable acyl source. A series of indoleamides have been obtained with moderate to good yields. In addition, heterocycles, such as carbazole, can also be used as nucleophiles in this reaction.

Keywords

• indole
• n-acylation
• nucleophilic substitution
• thioesters