Palladium-catalyzed transfer hydrogenation of terminal alkynes using ethanol as the hydrogen donor

Abstract

A ligand-promoted, palladium-catalyzed transfer hydrogenation of terminal alkynes using ethanol as the hydrogen donor is developed. The chemical selectivity control is achieved based on ligand regulation. The use of triethanolamine and tetrahydrofuran at 80 °C under N2 is found to be critical for the transfer hydrogenation of terminal alkynes. The general applicability of this procedure is highlighted by the synthesis of 27 terminal alkenes in moderate to good yields.