Issue 1, 1997

Preparation of new 2,4-disubstituted oxazoles from N-acylaziridines

Abstract

The efficiency of the ring enlargement of 2-substituted N-acylaziridines to dihydrooxazoles followed by nickel peroxide oxidation to give 2,4-disubstituted oxazoles as a synthetic route is examined. Sodium iodide-promoted ring enlargements work well for N-acylaziridines bearing electron-donating 2-substituents. For N-acylaziridines bearing electron-withdrawing 2-substituents, the best results are obtained using acid-promoted rearrangement.

Article information

Article type
Paper

J. Chem. Soc., Perkin Trans. 1, 1997, 35-42

Preparation of new 2,4-disubstituted oxazoles from N-acylaziridines

F. W. Eastwood, P. Perlmutter and Q. Yang, J. Chem. Soc., Perkin Trans. 1, 1997, 35 DOI: 10.1039/A604091H

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