Tanaka Shin-Ya, Yasuda Makoto, Baba Akio
Department of Applied Chemistry and Handai Frontier Research Center, Graduate School of Engineering, Osaka University, 2-1 Yamadaoka, Suita, Osaka 565-0871, Japan.
J Org Chem. 2006 Jan 20;71(2):800-3. doi: 10.1021/jo052004y.
[reaction: see text] A variety of substituted quinolines are synthesized from imines and enolizable carbonyl compounds under aerobic conditions, in which only water is a byproduct. In DMSO, a catalytic amount of HCl activates carbonyl compounds quite effectively to give the quinolines. A simple and practical procedure is demonstrated on a large scale.