alpha-Imino Gold Carbenes from 1,2,4-Oxadiazoles: Atom-Economical Access to Fully Substituted 4-Aminoimidazoles

作者:Zeng Zhongyi; Jin Hongming; Xie Jin; Tian Bing; Rudolph Matthias; Rominger Frank; Hashmi A Stephen K
来源:Organic Letters, 2017, 19(5): 1020-1023.
DOI:10.1021/acs.orglett.7b00001

摘要

A novel and atom-economical synthesis of fully substituted 4-aminoimidazoles via gold-catalyzed selective [3 + 2] annulation of 1,2,4-oxadiazoles with ynamides is reported. This protocol represents a new strategy to access a-imino gold carbenes, which corresponds to an unprecedented intermolecular transfer of N-acylimino nitrenes to ynamides. Moreover, the reaction proceeds with 100% atom economy, exhibits good functional group tolerance, and can be conducted in gram scale.

  • 出版日期2017-3-3