Nickel- and Rhodium-Catalyzed Addition of Terminal Silylacetylenes to Propargyl Amines: Catalyst-Dependent Complementary Regioselectivity

Abstract

The cross-addition of terminal silylacetylenes to gamma-arylated propargyl amines occurs efficiently via C-H cleavage by using either a nickel or rhodium catalyst. Taking advantage of the catalyst-controlled switching of regioselectivity in the reaction, both the 2- and 3-alkynylallylamines are readily accessible from the same starting materials.