Shen Hongtao, Chen Xiaoyu, Qiu Jianhua, Chen Mengqi, Zhang Bohai, Wu Zhiyong
Technology Center of China Tobacco Henan Industrial Co., Ltd, Zhengzhou 450000, China.
College of Tobacco Science, Henan Agricultural University, Zhengzhou, 450046, China.
Org Biomol Chem. 2024 Oct 23;22(41):8255-8258. doi: 10.1039/d4ob01394h.
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) as the catalyst and PCy 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.
过渡金属催化的炔烃选择性氢芳基化反应是有机化学中的一种先进方法。在此，我们报道了对称的1,3-二炔与芳基硼酸在Pd(OAc)作为催化剂、PCy作为配体的条件下发生反应，以良好至优异的产率得到功能化的烯炔。其官能团耐受性良好且底物范围广泛，证明了该反应的高效性。该方法为多取代烯炔的模块化合成提供了一种通用、便捷且实用的策略。为了全面阐明基于钯的催化体系在1,3-二炔氢芳基化反应中的机理，我们对钯催化的氢芳基化反应进行了详细的密度泛函理论（DFT）计算。
