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Practical Synthesis of Polysubstituted Imidazoles

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Abstract:

Abstract

A practical synthetic method for polysubstituted imidazoles via iodine‐catalyzed aerobic oxidative cyclization of aryl ketones and benzylamines has been developed. It was found to tolerate a broad range of substrates to prepare polysubstituted imidazole derivatives in a one‐pot manner, and thus importantly allowed product diversity for imidazole chemistry. Additionally, the resultant 1,2,4‐trisubstituted imidazoles could be conveniently transformed to functionalized 1,2,4,5‐tetrasubstituted imidazoles via electrophilic substitution or direct CH functionalization, or 2,4‐diaryl‐1H‐imidazoles by debenzylation reaction, which further indicates potential applications of this method in synthetic and pharmaceutical chemistry.

Document Type: Research Article

DOI: https://doi.org/10.1002/adsc.201200582

Affiliations: School of Chemistry and Chemical Engineering, South China University of Technology, Guangzhou 510640, People's Republic of China, Fax: (+86)-20-8711-2906

Publication date: 2013-01-14

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