Journal
SYNTHESIS-STUTTGART
Volume 47, Issue 13, Pages 1899-1904Publisher
GEORG THIEME VERLAG KG
DOI: 10.1055/s-0034-1380518
Keywords
aziridines; regiocontrol; ring expansion; oxazoles
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Funding
- Research Council of Shahrekord University
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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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