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Updated: Nov 1, 2025

Metal-free Synthesis of Ynones from Acyl Chlorides and Potassium Alkynyltrifluoroborate Salts
Published on: February 24, 2015
Copper-catalyzed P-H insertion reactions of sulfoxonium ylides
Xinzhi Zhang1, Yangyang Zhang1, Cuijian Liang1
1College of Chemistry and Chemical Engineering, Guangxi University, Nanning, 530004, P. R. China. jiangjun@gxu.edu.cn.
Abstract:
A copper-catalyzed P-H insertion reaction between sulfoxonium ylides and H-phosphorus oxides has been demonstrated, furnishing α-phosphonyl carboxylate derivatives in 41-93% yields. This methodology utilizing bench-stable and thermodynamically stable sulfoxonium ylides as carbene precursors in the presence of the inexpensive and readily available copper catalyst shows advantages such as mild reaction conditions, good functional group compatibility, and easy scale-up, which make this protocol attractive for large-scale chemical processing and processing at the industrial scale.
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