Regioselective alkynylation followed by Suzuki coupling of 2,4-dichloroquinoline: synthesis of 2-alkynyl-4-arylquinolines

Beilstein J Org Chem. 2009 Jul 1:5:32. doi: 10.3762/bjoc.5.32.

Abstract

A two step synthesis of 2-alkynyl-4-arylquinolines has been accomplished via Pd/C-mediated regioselective C-2 alkynylation of 2,4-dichloroquinoline in water followed by Suzuki coupling at C-4 of the resulting 4-chloro derivative.

Keywords: 2,4-dichloroquinoline; alkyne; boronic acid; catalysis; palladium; water.