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Phosphorothiolation of Aryl Boronic Acids Using P(O)H Compounds and Elemental Sulfur

Jian Xu, Liangliang Zhang, Xueqin Li, Yuzhen Gao, Guo Tang* and Yufen Zhao

*Department of Chemistry, College of Chemistry and Chemical Engineering, and the Key Laboratory for Chemical Biology of Fujian Province, Xiamen University, Xiamen, Fujian 361005, China, Email: t12g21xmu.edu.cn

J. Xu, L. Zhang, X. Li, Y. Gao, G. Tang, Y. Zhao, Org. Lett., 2016, 18, 1100-1103.

DOI: 10.1021/acs.orglett.6b00118


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Abstract

A multicomponent reaction involving aryl boronic acids, elemental sulfur, and P(O)H compounds provides valuable S-aryl phosphorothioates and S-aryl phosphorodithioates in excellent yields. Moreover, this method can be easily scaled up.

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Synthesis of S-Aryl Phosphorothioates by Copper-Catalyzed Phosphorothiolation of Diaryliodonium and Arenediazonium Salts

L. Zhang, P. Zhang, X. Li, J. Xu, G. Tang, Y. Zhao, J. Org. Chem., 2016, 81, 5566-5573.


Key Words

phosphorothioates, phosphorothiolation, multicomponent reactions


ID: J54-Y2016