PREPARATION OF NEW 2,4-DISUBSTITUTED OXAZOLES FROM N-ACYLAZIRIDINES

Authors
EASTWOOD FW PERLMUTTER P YANG Q
Citation
Fw. Eastwood et al., PREPARATION OF NEW 2,4-DISUBSTITUTED OXAZOLES FROM N-ACYLAZIRIDINES, Journal of the Chemical Society. Perkin transactions. I, (1), 1997, pp. 35-42
Citations number
33
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Journal of the Chemical Society. Perkin transactions. I → ACNP
ISSN journal
0300922X
Issue
1
Year of publication
1997
Pages
35 - 42
Database
ISI
SICI code
0300-922X(1997):1<35:PON2OF>2.0.ZU;2-J
Abstract
The efficiency of the ring enlargement of 2-substituted N-acylaziridin es to dihydrooxazoles followed by nickel peroxide oxidation to give 2, 4-disubstituted oxazoles as a synthetic route is examined, Sodium iodi de-promoted ring enlargements work well for N-acylaziridines bearing e lectron-donating 2-substituents. For N-acylaziridines bearing electron -withdrawing 2-substituents, the best results are obtained using acid- promoted rearrangement.