Copper-Catalyzed P-Arylation via Direct Coupling of Diaryliodonium Salts with Phosphorus Nucleophiles at Room Temperature
Jian Xu, Pengbo Zhang, Yuzhen Gao, Yiyin Chen, Guo Tang* and Yufen Zhao
*Key Laboratory for Chemical Biology of Fujian Province,
Xiamen University, Xiamen, Fujian 361005, China, Email: t12g21
xmu.edu.cn
J. Xu, P. Zhang, Y. Gao, Y. Chen, G. Tang, Y. Zhao, J. Org. Chem., 2013, 78, 8176-8183.
DOI: 10.1021/jo4012199
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Abstract
A copper-catalyzed reaction of phosphorus nucleophiles with diaryliodonium salts at room temperature delivers products of a P-C bond formation in high yields within a short reaction time of 10 min. The method can be easily adapted to large-scale preparations. With unsymmetrical iodonium salts, nucleophilic substitution occurs preferentially on the sterically hindered aromatic ring or the more electron-deficient ring.
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Key Words
Phosphine Oxides, Phosphonates
ID: J42-Y2013
