Gold(I)-Catalyzed Regioselective Synthesis of Indenylidene Derivatives via 1,5-Acryl Migration.

Abstract

A novel gold (I)-catalyzed synthetic strategy has been achieved for an efficient construction of indenylidene derivatives from substituted 1,6-diynes. This reaction describes the unique reactivity of gold catalysis in facilitating the intramolecular [3,3]-sigmatropic rearrangement, 5-exo dig cyclization followed by 1,5-migration of acryl group, resulting in the formation of substituted indenylidenes. Various substituted indenylidenes were successfully synthesized with up to 92% yields. In this protocol, two new C-C bonds were sequentially formed atom economically in one pot.