Tetrahedron Letters

Copper-catalyzed tandem reactions of 2-halobenzenamines with isothiocyanates under ligand-and base-free conditions

YJ Guo, RY Tang, P Zhong, JH Li

Index: Guo, Yan-Jin; Tang, Ri-Yuan; Zhong, Ping; Li, Jin-Heng Tetrahedron Letters, 2010 , vol. 51, # 4 p. 649 - 652

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Citation Number: 57

Abstract

A ligand-free copper-catalyzed reaction of 2-halobenzenamines with isothiocyanates has been developed for the synthesis of 2-aminobenzothiazoles. In the presence of CuBr and TBAB (tetra-n-butyl ammonium bromide, additive), a variety of 2-halobenzenamines underwent the reaction with isothiocyanates at 40° C, affording 2-aminobenzothiazoles in moderate to excellent yields. It is noteworthy that the reaction is conducted under mild, ...