Palladium‐Catalyzed Addition of Cyanoboranes to Alkynes: Regio‐ and Stereoselective Synthesis of α,β‐Unsaturated β‐Boryl Nitriles

Abstract

Highly versatile intermediates are formed through the Pd-catalyzed cyanoboration of alkynes, which proceeds in a cis fashion. When 1-aryl alkynes are used, the corresponding α,β-unsaturated β-boryl nitriles are obtained regioselectively in good yields with the cyano group α to the aryl group. Suzuki–Miyaura coupling of the products leads to highly substituted α,β-unsaturated nitriles (see scheme).