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Updated: Sep 13, 2026

Preparation of Stable Bicyclic Aziridinium Ions and Their Ring-Opening for the Synthesis of Azaheterocycles
Published on: August 22, 2018
5-Amino pyrimidine synthesis via azirine skeletal remodelling
Anjali Chaturvedi1, Vishal Sharma1, Virender Singh1
1Department of Chemistry, Central University of Punjab, Bathinda, 151401, India. virender.singh@cup.edu.in.
Abstract:
A mild, metal-free annulative coupling of azirine-2H-carbaldehydes with benzamidine hydrochlorides is reported for the efficient synthesis of substituted 5-amino pyrimidines. This transformation proceeds via a cascade of condensation, intramolecular cyclisation, strain-release-driven azirine ring-opening, and aromatisation. This step-economical strategy highlights the untapped potential of strained azirines as versatile synthons for the synthesis of biologically potent 2,4-arylpyrimidin-5-amines.
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