Palladium-Catalyzed Hydroarylation of 1,3-diynes with Arylboronic Acids

Abstract Transition-metal-catalyzed selective hydroarylation of alkynes represents a state-of-the-art approach in organic chemistry. Herein, we report the reaction of symmetrical 1,3-diynes and arylboronic acids, with Pd(OAc)₂ as the catalyst and PCy₃ as the ligand, affording functionalized enynes in good to excellent yields. Its efficiency is demonstrated by its good functional groups and broad substrate scope. This method offers a general, convenient, and practical strategy for the modular synthesis of multisubstituted enynes. To comprehensively elucidate the mechanism of the Pd-based catalytic system in the hydroarylation of 1,3-diynes, we performed detailed DFT computations for the Pd-catalyzed hydroarylation reaction.