Organic Chemistry Portal



A New Approach to Ring Expansion of Keto Aziridines to 2,5-Diaryloxazoles

Heshmat A. Samimi*, Somaye Mohammadi

*Faculty of Science, Department of Chemistry, Shahrekord University, P. O. Box 115, Shahrekord, Iran, Email:

H. A. Samimi, S. Mohammadi, Synlett, 2013, 24, 223-225.

DOI: 10.1055/s-0032-1317925


Ring expansion of keto aziridines provides the corresponding 2,5-diaryl oxazoles in the presence of dicyclohexyl carbodiimide and iodine in refluxing acetonitrile. A plausible mechanism is proposed.

see article for more examples

N-Bromosuccinimide as a Brominating Agent for the Transformation of N-H (or N-Benzyl) Ketoaziridines into Oxazoles

H. S. Samimi, F. Dadvar, Synthesis, 2015, 47, 1899-1904.

Key Words

oxazoles, ring expansion, keto aziridines, iodine

ID: J60-Y2013-0190