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钯催化芳基硼酸与H-膦氧化物的空气基氧化偶联反应制备芳基膦氧化物

Palladium-catalyzed air-based oxidative coupling of arylboronic acids with H-phosphine oxides leading to aryl phosphine oxides.

作者信息

Fu Tingting, Qiao Hongwei, Peng Zhimin, Hu Gaobo, Wu Xueji, Gao Yuxing, Zhao Yufen

机构信息

Department of Chemical Biology, College of Chemistry and Chemical Engineering, Xiamen University, Xiamen, Fujian 361005, China.

出版信息

Org Biomol Chem. 2014 May 14;12(18):2895-902. doi: 10.1039/c3ob42470g.

Abstract

We present a novel and highly efficient methodology that allows for the construction of C-P bonds via the palladium-catalyzed air-based oxidative coupling of various commercially available arylboronic acids with easily oxidized H-phosphine oxides leading to valuable aryl phosphine oxides, particularly triarylphosphine oxides, with the use of air as the green oxidant, broad substrate applicability and good to excellent yields. The described catalytic system should be an efficient complement to the Chan-Lam type reaction and be useful in synthetic programs.

摘要

我们提出了一种新颖且高效的方法,该方法可通过钯催化各种市售芳基硼酸与易氧化的H-膦氧化物进行基于空气的氧化偶联来构建C-P键,从而生成有价值的芳基膦氧化物,特别是三芳基膦氧化物。该方法使用空气作为绿色氧化剂,具有广泛的底物适用性和良好至优异的产率。所描述的催化体系应是Chan-Lam型反应的有效补充,并在合成方案中有用。

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