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Synlett 2009(20): 3299-3302  
DOI: 10.1055/s-0029-1218377
LETTER
© Georg Thieme Verlag Stuttgart ˙ New York

Synthesis of N-Substituted 2-Fluoromethylbenzimidazoles via Bis(trifluoroacetoxy)iodobenzene-Mediated Intramolecular Cyclization of N,N′-Disubstituted Fluoroethanimidamides

Jiangtao Zhua, Haibo Xiea, Zixian Chena,b, Shan Lia, Yongming Wu*a
a Key Laboratory of Organofluorine Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 345 Lingling Road, Shanghai 200032, P. R. of China
Fax: +86(21)54925190; e-Mail: ymwu@mail.sioc.ac.cn;
b Department of Chemistry, Huazhong University of Science and Technology, Wuhan, Hubei 430074, P. R. of China
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Publication History

Received 18 September 2009
Publication Date:
18 November 2009 (online)

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Abstract

A mild and efficient method for the synthesis of N-substituted 2-fluoromethylbenzimidazoles via [bis(trifluoroacetoxy)-­iodo]benzene-mediated intramolecular cyclization of N,N′-disubstituted bromodifluoro (or trifluoro) ethanimidamides was described.

Key words

fluoroethanimidamides - benzimidazoles - BTI - oxidative coupling

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