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Paper | Regular issue | Vol 81, No. 9, 2010, pp.2087-2096
Published online, 3rd August, 2010
DOI: 10.3987/COM-10-11987
An Efficient Synthesis of 2-Aminobenzoxazoles and 2-Aminobenzothiazoles from 2-Aminophenols or 2-Aminothiophenols and Isoselenocyanates

Yuanyuan Xie,* Fan Zhang, Xiaodong Chen, and Jianjun Li

*Key Laboratory of Pharmaceutical Engineering of Ministry of Education, College of Pharmaceutical Sciences, Zhejiang University of Technology, Hangzhou 310014, China

Abstract

An expeditious method to access 2-aminobenzoxazoles and 2-aminobenzothiazoles from various substituted 2-aminophenols and 2-aminothiophenols, respectively, with isoselenocyanates in a one pot procedure is reported. Elemental Se precipitates nearly quantitatively in the reaction without any deselenizing agent and it can be reused. A possible mechanism for the formation of the target products is proposed.