Precision Propargylic Substitution Reaction: Pd-Catalyzed Suzuki–Miyaura Coupling of Nonactivated Propargylamines with Boronic Acids

Abstract

Palladium-catalyzed Suzuki−Miyaura cross-coupling is an efficient approach for C−C bond construction. Here we report a deaminative Suzuki−Miyaura reaction to achieve chemo-and regioselectivity in the cross-coupling of nonactivated propargylamines with boronic acids, in which methyl propiolate is introduced to promote the cleavage of the C−N bond to form the C−C bond. This method features a wide range of substrates, good functional group tolerance, and ease of operation, providing an alternative approach to accessing valuable propargylated aromatic compounds.