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Updated: Jul 5, 2025

Preparation of Stable Bicyclic Aziridinium Ions and Their Ring-Opening for the Synthesis of Azaheterocycles
Published on: August 22, 2018
DMF as an amine source: iron-catalyzed cyclization of 2H-azirines to imidazoles
Mi-Na Zhao1, Zi-Mo Yang2, Lian-Qing Li1
1College of Chemistry and Chemical Engineering, Shaanxi Xueqian Normal University, Xi'an, Shaanxi 710100, P. R. China. 25040@snsy.edu.cn.
Abstract:
A novel method has been developed for the synthesis of 1-methyl-4,5-diaryl-1H-imidazoles through Fe(II)-catalyzed cyclization of 2H-azirines and N,N-dimethylformamide (DMF) as an amine source. This transformation involves the cleavage of C-N and CN double bonds and the construction of new C-N and CN double bonds. The reaction has readily available starting materials, a wide range of substrates and mild reaction conditions. In addition, the reaction also facilitated the convenient synthesis of 1-methyl-2,4,5-triaryl-1H-imidazoles.
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