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Dual Roles of Methyl Ketones in Radziszewski-Type Reaction: Formal [2 + 1 + 1 + 1] Synthesis of 1,2,5-Trisubstituted Imidazoles

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journal contribution
posted on 17.03.2016, 15:54 authored by Jingjing Zhang, Qinghe Gao, Xia Wu, Xiao Geng, Yan-Dong Wu, Anxin Wu
A highly efficient molecular iodine mediated Radziszewski-type reaction of methyl ketones, anilines, and tosylmethyl isocyanide has been developed. This protocol represents an elegant molecular fragment assembly of imidazoles via a formal [2 + 1 + 1 + 1] annulation. It is the first example where methyl ketones serve as the α-dicarbonyl compounds and aldehydes in Radziszewski-type reactions.