Abstract

A simple method for the preparation of 5-(trifluoroacetyl)imidazoles was elaborated. The reaction of trifluoromethyl(α-bromoalkenyl)ketones with benzimidamides was employed to afford the target heterocycles in good yields. The assembly of imidazole core proceeds via aza-Michael adduct formation followed by intramolecular nucleophilic substitution and spontaneous aromatization as an oxidation sequence. The yields of target imidazoles can be improved by the use of soft oxidizing agents.

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