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Palladium-catalyzed hydroarylation of 1,3-diynes with arylboronic acids.

Hongtao ShenXiaoyu ChenJianhua QiuMengqi ChenBohai ZhangZhiyong Wu
Published in: Organic & biomolecular chemistry (2024)
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 PCy 3 as the ligand, affording functionalized enynes in good to excellent yields. Its efficiency is demonstrated by its good functional group tolerance 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.
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