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Updated: Jul 24, 2025

Preparation of Contiguous Bisaziridines for Regioselective Ring-Opening Reactions
Published on: July 28, 2022
Metal-Controlled Switchable Regioselective Synthesis of Substituted Imidazoles and Pyrroles via Ring
Fen Xu1, Wen-Jing Zhu1, Pei-Wen Wang1
1College of Material and Chemical Engineering, Zhengzhou University of Light Industry, Zhengzhou 450002, China.
Abstract:
Catalytic selective annulation of 2H-azirines constitutes a general and modular strategy for the generation of molecular complexity. By using Pd-catalyzed ring opening/heterocyclization associated with direct cleavage of C-N and C-C bonds under appropriate conditions, the formation of imidazoles is presented. Alternatively, the silver-catalyzed radical [3 + 2] cycloannulation of 2H-azirines and 1,3-dicarbonyl compounds provides highly functionalized pyrrole derivatives. Both aliphatic cyclic and acyclic diketones are tolerated with good regioselectivity. Moreover, a radical capture experiment was carried out to determine the proposed mechanism, providing support for a facile radical process.
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