Tehran University of Medical Sciences

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Post-Ugi Cyclization Approach for Transition Metal-Free Synthesis of Azetidine Derivatives Publisher



Yazzaf R1 ; Sayahi MH2 ; Mahdavi M3
Authors
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Authors Affiliations
  1. 1. School of Chemistry, College of Science, University of Tehran, PO Box 14155-6455, Tehran, Iran
  2. 2. Department of Chemistry, Payame Noor University, Tehran, Iran
  3. 3. Endocrinology and Metabolism Research Center, Endocrinology and Metabolism Clinical Sciences Institute, Tehran University of Medical Sciences, Tehran, Iran

Source: Tetrahedron Letters Published:2025


Abstract

A novel, metal-free strategy has been developed for the efficient synthesis of unique azetidine derivatives via a post-Ugi cyclization. This method involves generating 4-component Ugi adducts by reacting aldehydes, isocyanides, primary propargylamine, and 2-(phenylamino) benzoic acid. In the subsequent post-Ugi cyclization, azetidine derivatives are synthesized through a nucleophilic attack of a carbanion on the alkyne, followed by an intramolecular cyclization that forms a new carbon‑carbon bond. © 2025