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Org Lett. 2017 Jan 6;19(1):46-49. doi: 10.1021/acs.orglett.6b03287. Epub 2016 Dec 12.

Iron-Catalyzed C-H Alkylation of Heterocyclic C-H Bonds.

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Key Laboratory of Coal to Ethylene Glycol and Its Related Technology, State Key Laboratory of Structural Chemistry, Fujian Institute of Research on the Structure of Matter, University of Chinese Academy of Sciences , 155 Yangqiao Road West, Fuzhou, Fujian 350002, P. R. China.


An efficient, iron-catalyzed C-H alkylation of benzothiazoles by using alkyl diacyl peroxides and alkyl tert-butyl peresters which are readily accessible from carboxylic acids to synthesize 2-alkylbenzothiazoles is developed. This reaction is environmentally benign and compatible with a broad range of functional groups. Various primary, secondary, and tertiary alkyl groups can be efficiently incorporated into diverse benzothiazoles. The effectiveness of this method is illustrated by late-stage functionalization of biologically active heterocycles.

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