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Synthesis 2009(7): 1081-1086  
DOI: 10.1055/s-0028-1088012
PAPER
© Georg Thieme Verlag Stuttgart ˙ New York

A Novel and General Method for the Formation of S-Aryl, Se-Aryl, and Te-Aryl Phosphorochalcogenoates

Yu-Xing Gaoa, Guo Tang*a, Yu Caoa, Yu-Fen Zhao*a,b
a Department of Chemistry and The Key Laboratory for Chemical Biology of Fujian Province, College of Chemistry and Chemical Engineering­, Xiamen University, Xiamen 361005, P. R. of China
b Key Laboratory of Bioorganic Phosphorus Chemistry & Chemical Biology (Ministry of Education), Tsinghua University, Beijing 100084, P. R. of China
Fax: +86(592)2185780; e-Mail: t12g21@xmu.edu.cn; e-Mail: yfzhao@xmu.edu.cn;
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Publication History

Received 28 October 2008
Publication Date:
16 March 2009 (online)

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Abstract

A new and general method for the synthesis of S-, Se-, and Te-aryl phosphorochalcogenoates (chalcogenophosphates) has been developed. S-P, Se-P, and Te-P bonds were formed by the coupling of readily available dialkyl phosphites with diaryl dichalcogenides at 30 ˚C in dimethyl sulfoxide in the presence of catalytic amounts of copper iodide and diethylamine. The reaction proceeded smoothly without exclusion of moisture or air.

Key words

Lewis acids - selenium - phosphorylation - sulfur - tellurium­

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