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A Multipathway Coupled Domino Strategy: Metal-free Oxidative Cyclization for One-Pot Synthesis of 2-Acylbenzothiazoles from Multiform Substrates

Yan-ping Zhu, Feng-cheng Jia, Mei-cai Liu and An-xin Wu*

*Key Laboratory of Pesticide & Chemical Biology, Ministry of Education, College of Chemistry, Central China Normal University, Hubei, Wuhan 430079, P. R. China, Email: chwuaxmail.ccnu.edu.cn

Y.-p. Zhu, F.-c. Jia, M.-c. Liu, A.-x. Wu, Org. Lett., 2012, 14, 4414-4417.

DOI: 10.1021/ol301921t (free Supporting Information)


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Abstract

A multipathway coupled oxidation/heterocyclization domino strategy enables an efficient synthesis of 2-acylbenzothiazoles from various substrates including arylethenes, arylacetylenes, 2-hydroxy-aromatic ketones and carbinols via four distinct pathways free of metal in one pot.

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Key Words

benzothiazoles, IBX, iodine


ID: J54-Y2012-2840