Practical Synthesis of Polysubstituted Imidazoles via Iodine‐ Catalyzed Aerobic Oxidative Cyclization of Aryl Ketones and Benzylamines
2012; Wiley; Volume: 355; Issue: 1 Linguagem: Inglês
10.1002/adsc.201200582
ISSN1615-4169
AutoresHuawen Huang, Xiaochen Ji, Wanqing Wu, Huanfeng Jiang,
Tópico(s)Synthesis and Catalytic Reactions
ResumoAbstract 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‐1 H ‐imidazoles by debenzylation reaction, which further indicates potential applications of this method in synthetic and pharmaceutical chemistry.
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