Copper-Mediated Phosphorylation of Arylsilanes with H-Phosphonate Diesters

被引:10
作者
Luo, Haiqing [1 ]
Sun, Kai [1 ]
Xie, Qi [1 ]
Li, Xiaolan [1 ]
Zhang, Xiuqi [1 ]
Luo, Xuzhong [1 ]
机构
[1] Gannan Normal Univ, Dept Chem & Chem Engn, South Rd Normal Univ, Ganzhou 341000, Jiangxi, Peoples R China
基金
中国国家自然科学基金;
关键词
copper-mediated; phosphorylation; arylsilanes; arylphosphonates; cross-coupling; P BOND CONSTRUCTION; COUPLING REACTIONS; ARYLBORONIC ACIDS; PHOSPHINE OXIDES; ORTHO-ARYLATION; PALLADIUM; ARYL; LIGANDS;
D O I
10.1002/ajoc.202000529
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Herein we report a facile method for the synthesis of arylphosphonates via copper-mediated the cross-coupling reaction in the presence of 1, 10-Phenanthroline and Ag2O. This method features a broad scope with respect to both the arylsilanes and H-phosphonate diesters. Mechanistically, the reaction is proposed to involve oxidation by phosphinyl radical and reductive elimination process as the two key steps. With the optimized conditions established, various arylphosphonates were obtained up to 74% yield. This protocol is the first example of copper mediated the Ar-P bond formation of various arylsilanes with H-phosphonates, and this novel methodology expands the applications of low cost and toxicity copper reagent in Ar-P bond construction.
引用
收藏
页码:2083 / 2086
页数:4
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