Copper-catalyzed amine-mediated yne-propargylic substitution

Abstract

A copper-catalyzed yne-propargylic substitution using amines as nucleophiles has been achieved for the first time, affording a variety of amines having diyne moieties, which are important pharmacophores in many bioactive molecules. This protocol features remote activation of the leaving group and mild conditions and tolerates both aromatic and aliphatic amines. Moreover, the reaction can be readily scaled up, and the diyne unit in the product can be used for further diverse transformations.