Affiliation:
1. Faculty of Pharmaceutical Sciences Hokkaido University Sapporo 060-0812 Japan
2. Department of Applied Chemistry Faculty of Engineering Osaka University Suita Osaka 565-0871 Japan
Abstract
AbstractWe herein report a nickel‐catalyzed migratory cycloisomerization of o‐alkynylanilides, giving 2,3‐disubstituted indoles in good yields. The cyclization proceeded via acyl transfer on the nitrogen atom of the substrate to C3‐position in the product, and an N‐heterocyclic carbene (NHC) ligand such as ICy or SICy was found to be suitable in this reaction. It was thought that the reaction proceeds via an aza‐nickelcyclepentene intermediate formed from alkyne and the C=O bond of the amide moiety in o‐alkynylanilides.
Funder
Japan Society for the Promotion of Science
Nagase Science Technology Foundation
Akiyama Life Science Foundation
Ministry of Education, Culture, Sports, Science and Technology