Synthesis 2012; 44(19): 3006-3014
DOI: 10.1055/s-0032-1316745
paper
© Georg Thieme Verlag Stuttgart · New York

Dramatic Solvent Effect in the One-Pot Synthesis of Substituted Ureas Directly from Primary Alcohols Using the Combined Reagent of Iodobenzene Dichloride and Sodium Azide in Ethyl Acetate

Chi Zhang*
State Key Laboratory of Elemento-Organic Chemistry, The Research Institute of Elemento-Organic Chemistry, Nankai University, Tianjin 300071, P. R. of China, Fax: +86(22)23503627   eMail: zhangchi@nankai.edu.cn
,
Wei-Kun Wang
State Key Laboratory of Elemento-Organic Chemistry, The Research Institute of Elemento-Organic Chemistry, Nankai University, Tianjin 300071, P. R. of China, Fax: +86(22)23503627   eMail: zhangchi@nankai.edu.cn
,
Tian He
State Key Laboratory of Elemento-Organic Chemistry, The Research Institute of Elemento-Organic Chemistry, Nankai University, Tianjin 300071, P. R. of China, Fax: +86(22)23503627   eMail: zhangchi@nankai.edu.cn
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Publikationsverlauf

Received: 15. Juni 2012

Accepted: 22. Juni 2012

Publikationsdatum:
01. August 2012 (online)


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Abstract

A highly efficient and practical method for the synthesis of substituted ureas directly from various primary alcohols and amines has been developed. This method is based on the finding that the use of ethyl acetate as the solvent can result in an improved efficiency of the transformation of various primary alcohols to their corresponding carbamoyl azides with the combined reagent of iodobenzene dichloride (PhICl2) and sodium azide.

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