Single-Step Synthesis of Iodinated Oxazoles from N-Propargyl Amides Mediated by I-2/lodosylbenzene/Trimethylsilyl Trifluoromethanesulfonate Systems

摘要

A combination of I-2, iodosylbenzene, and trimethylsilyl trilluoromethanesulfonate (TMSOTf) is effective for single-step, synthesis of iodinated oxazoles from N-propargyl amides via the aromatization of the iodocyclited intermediates, which has difficulty proceeding through conventional iodocyclization methods. Compared to the former method consisting of the metal-catalyzed cyclization of N-propargyl amides followed by halogenation of alkylideneoxazolines, the present reaction provides a facile and metal-free procedure.