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Concise Access to 2-Aroylbenzothiazoles by Redox Condensation Reaction between o-Halonitrobenzenes, Acetophenones, and Elemental Sulfur

Thanh Binh Nguyen*, Karine Pasturaud, Ludmila Ermolenko and Ali Al-Mourabit*

*Institut de Chimie des Substances Naturelles, CNRS-ICSN UPR 2301, Université Paris-Sud, 1 avenue de la Terrase, Gif-sur-Yvette 91198 Cedex, France, Email: nguyenicsn.cnrs-gif.fr, ali.almourabiticsn.cnrs-gif.fr

T. B. Nguyen, K. Pasturaud, L. Ermolenko, A. Al-Mourabit, Org. Lett., 2015, 17, 2562-2565.

DOI: 10.1021/acs.orglett.5b01182 (free Supporting Information)


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Abstract

A wide range of 2-aroylbenzothiazoles can be obtained in high yields by simply heating o-halonitrobenzenes, acetophenones, elemental sulfur, and N-methylmorpholine. This three-component coupling occurs in an excellent atom-, step-, and redox-efficient manner with elemental sulfur as nucleophile building block and redox moderating agent.

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Key Words

benzothiazoles, multicomponent reactions


ID: J54-Y2015