Copper-Catalyzed Regiodivergent Borylation of Fluorinated Alkynes and Palladium-Catalyzed Regiospecific Suzuki–Miyaura Cross-Coupling

Abstract

AbstractAlkenylboranes are key intermediates in modern organic synthesis, and they are usually obtained by the borylation of alkynes. We report herein highly regio- and stereoselective syntheses of α,Z- and β,Z-trifluoromethylated alkenylboranes by copper-catalyzed borylation reactions. Further functionalizations by palladium-catalyzed Suzuki–Miyaura cross-couplings have been developed and, interestingly, a marked difference in reactivity between the α- and β-borylated isomers has been identified.