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α, β-Alkynone Accelerated PPM Level Pd-Catalyzed Sonogashira Coupling Reaction

Meng Guo,Zhen Wei,Jianming Yang,Zunyuan Xie,Weiqiang Zhang

In the palladium-catalyzed C−C coupling reaction, electron-rich phosphine ligands and a catalytic amount of catalyst loading are required in most cases. Herein, a bench-stable, easily modified and less toxic alkynone was utilized in palladium-catalyzed Sonogashira coupling to replace conventional phosphine ligands. With 1-(4-methoxyphenyl)-3-phenyl-2-yn-1-one (L2) as the ligand, catalyst loading was reduced to 5-10 ppm. In this newly developed catalytic system, a variety of (hetero)arene iodines and alkynes could be tolerated, resulting in good yields of the corresponding cross-coupling products.Keywords:α;β-alkynone;Pd-catalyzed C−C coupling;π-acidicity