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

Heshmat A. Samimi*, Farkhondeh Dadvar

*Faculty of Science, Department of Chemistry, Shahrekord University, 115, Shahrekord, PO Box 115, Iran, Email: samimi-hsci.sku.ac.ir

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

DOI: 10.1055/s-0034-1380518


Abstract

A N-bromosuccinimide-mediated direct synthesis of 2,5-diarylox­azoles starting from N-H ketoaziridines proceeds via in situ formation of N-bromoketoaziridines followed by generation of azomethine ylides.

see article for more examples



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

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


Key Words

aziridines, ring expansion, oxazoles, NBS


ID: J66-Y2015