One-Pot Synthesis of Multisubstituted Benzimidazoles via Sequential Ugi and Catalytic Aza-Wittig Reaction Starting from 2‑Aminobenzoyl Azides

A simple and one-pot synthesis of multisubstituted benzimidazoles by a Ugi 4CC/catalytic aza-Wittig sequence was developed. The reaction of 2-aminobenzoyl azide 2, aldehyde 3, acid 4, and isocyanide 5 produced the benzimidazoles 8 in moderate to good yields via a sequential Ugi condensation and cata...

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Bibliographic Details
Published in:Journal of organic chemistry 2016-02, Vol.81 (3), p.1263-1268
Main Authors: Yan, Yan-Mei, Rao, Yong, Ding, Ming-Wu
Format: Article
Language:English
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Summary:A simple and one-pot synthesis of multisubstituted benzimidazoles by a Ugi 4CC/catalytic aza-Wittig sequence was developed. The reaction of 2-aminobenzoyl azide 2, aldehyde 3, acid 4, and isocyanide 5 produced the benzimidazoles 8 in moderate to good yields via a sequential Ugi condensation and catalytic aza-Wittig in the presence of a catalytic amount of phospholene oxide.
ISSN:0022-3263
1520-6904
DOI:10.1021/acs.joc.5b02575