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Synfacts 2010(1): 0026-0026  
DOI: 10.1055/s-0029-1218455
Synthesis of Heterocycles
© Georg Thieme Verlag Stuttgart ˙ New York

Iron-Catalyzed Synthesis of 2-Aminobenzo-thiazoles

Contributor(s): Victor Snieckus, Toni Rantanen
J.-W. Qiu, X.-G. Zhang, R.-Y. Tang, P. Zhong, J.-H. Li*
Wenzhou University and Hunan Normal University, Changsha, P. R. of China
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Publikationsdatum:
21. Dezember 2009 (online)

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Significance

The synthesis of 2-aminobenzo­thiazoles by iron-catalyzed reaction of 2-halo­anilines with isothiocyanates is reported. The procedure takes advantage of a previously reported iron-catalyzed S-arylation process (A. Correa, M. Carril, C. Bolm Angew. Chem. Int. Ed. 2008, 120, 2922). Many combinations of bases and iron sources were tested in order to establish FeF3 as the catalyst of choice. The substrate scope was well studied, and many functional groups were shown to be tolerated. The yields range from modest to excellent.