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Updated: Aug 8, 2025

Preparation of Stable Bicyclic Aziridinium Ions and Their Ring-Opening for the Synthesis of Azaheterocycles
Published on: August 22, 2018
Base-catalyzed Effective C2-Amidation of Azolium Salts Using Isocyanates under Mild Conditions
Somnath Bauri1, Arya Ramachandran1, Arnab Rit1
1Department of Chemistry, Indian Institute of Technology Madras, Chennai, 600036, India.
Abstract:
An unprecedented base-catalyzed hydroarylation of isocyanates with azolium salts was developed, which follows a simple reaction pathway and provided facile access to diverse C2-amidated azolium salts under mild conditions. Importantly, this methodology can also be applied for the successive C2-amidation of a bisimidazolium salt with two different isocyanates to provide the corresponding unsymmetrically substituted bisamide derivatives. Notably, the obtained amidated salts can also serve as a prominent carbene surrogate for the synthesis of metal-NHC complexes.
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