Iridium-catalyzed reaction of aroyl chlorides with internal alkynes to produce substituted naphthalenes and anthracenes

J Am Chem Soc. 2002 Oct 30;124(43):12680-1. doi: 10.1021/ja0280269.

Abstract

Benzoyl chlorides efficiently react with 2 equiv of dialkylacetylenes as well as diphenylacetylene in the presence of an iridium catalyst accompanied by decarbonylation to produce 1,2,3,4-tetrasubstituted naphthalenes in good yields. Use of 2-naphthoyl chlorides selectively affords the corresponding anthracene derivatives.