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Synthesis 2015; 47(13): 1899-1904
DOI: 10.1055/s-0034-1380518
DOI: 10.1055/s-0034-1380518
paper
N-Bromosuccinimide as a Brominating Agent for the Transformation of N-H (or N-Benzyl) Ketoaziridines into Oxazoles
Weitere Informationen
Publikationsverlauf
Received: 15. Januar 2015
Accepted after revision: 09. März 2015
Publikationsdatum:
13. April 2015 (online)
Abstract
A novel procedure for the direct synthesis of 2,5-diaryloxazoles starting from N-H ketoaziridines is described. The method proceeds via the in situ formation of N-bromoketoaziridines in the presence of N-bromosuccinimide followed by the generation of intermediate azomethine ylides. A plausible mechanism for this transformation is proposed.
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