Nitrones and Oxaziridines, XXIII. Photorearrangement of 2-Cyano-1-pyrroline 1-Oxides
- 1 January 1979
- journal article
- Published by CSIRO Publishing in Australian Journal of Chemistry
- Vol. 32 (8) , 1775-1783
- https://doi.org/10.1071/ch9791775
Abstract
2-Cyano-1-pyrroline 1-oxides undergo photorearrangement at 254 nm in benzene to afford cyanoformylazetidines [(azetidinyl)oxoacetonitriles] via the related oxaziridines. The cyanoformylazetidines can be hydrated by means of manganese(IV) oxide to the crystalline oxamoyl azetidines. Several previously unreported 2-cyano nitrones have been prepared by dehydration of the related 2-hydroxyimino nitrones with 2,4-dinitrofluorobenzene followed by triethylamine. Several of the intermediate oxime ethers have been isolated and characterized.Keywords
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