A Convenient Metal-Free Method for the Synthesis of Benzothiazolethiones from o-Haloanilines and Carbon Disulfide

Peng Zhao, Fei Wang, Chanjuan Xi*

*Key Laboratory of Bioorganic Phosphorus Chemistry & Chemical Biology (Ministry of Education), Department of Chemistry, Tsinghua University, Beijing 100084, China, Email: cjxitsinghua.edu.cn

Y. Fu, X. Hu, Y. Chen, Y. Yang, H. Hou, Y. Hu, Synthesis, 2012, 44, 1477-1480.

DOI: 10.1055/s-0031-1289713

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Abstract

The reaction of o-haloaniline derivatives and carbon disulfide in the presence of 1,8-diazabicyclo[5.4.0]undec-7-ene at 80-140˚C provides the corresponding 1,3-benzothiazole-2(3H)-thione derivatives in good yields.

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Key Words

cyclizations, benzo-fused N-Heterocycles, benzo-fused S-heterocycles, benzothiazoles, amines, carbon disulfide, tandem reaction

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ID: J66-Y2012-1380