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Updated: Dec 8, 2025

Preparation of Stable Bicyclic Aziridinium Ions and Their Ring-Opening for the Synthesis of Azaheterocycles
Published on: August 22, 2018
Access to highly substituted oxazoles by the reaction of α-azidochalcone with potassium thiocyanate
Mysore Bhyrappa Harisha1,2, Pandi Dhanalakshmi1,3, Rajendran Suresh1
1Department of Organic Chemistry, School of Chemistry, Madurai Kamaraj University, Madurai-625 021, Tamil Nadu, India.
Abstract:
The reactivity of α-azidochalcones has been explored for the preparation of highly substituted oxazoles via a 2H-azirine intermediate. The azidochalcones, when treated with potassium thiocyanate in the presence of potassium persulfate, lead to 2,4,5-trisubstituted oxazoles in good yields. Incidentally, 2-aminothiazoles are the products when ferric nitrate is employed instead of persulfate in the above reaction.
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