ZrCl4-Mediated Regio- and Chemoselective Friedel–Crafts Acylation of Indole
journal contributionposted on 03.06.2011, 00:00 by Sankar K. Guchhait, Maneesh Kashyap, Harshad Kamble
An efficient method for regio- and chemoselective Friedel–Crafts acylation of indole using acyl chlorides in the presence of ZrCl4 has been discovered. It minimizes/eliminates common competing reactions that occur due to high and multiatom-nucleophilic character of indole. In this method, a wide range of aroyl, heteroaroyl alkenoyl, and alkanoyl chlorides undergo smooth acylation with various indoles without NH protection and afford 3-acylindoles in good to high yields.