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Formation of a 1,2,4-dioxazolidine by electron-transfer photooxygenation of 1-butyl-2,3-diphenylaziridine

✍ Scribed by A.Paul Schaap; Girija Prasad; Steven D. Gagnon

Publisher: Elsevier Science
Year: 1983
Tongue: French
Weight: 228 KB
Volume: 24
Category: Article
ISSN: 0040-4039
DOI: 10.1016/s0040-4039(00)88091-0

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✦ Synopsis

Electron-transfer photooxygenation of l-butyl-2,3_diphenylaziridine with 9,10dicyanoanthracene in oxygen-saturated acetonitrile yields 4-butyl-3,5-diphenyl-1,2,4dioxazolidine.

This peroxide is surprisingly stable in nonpolar solvents decomposing to benzaldehyde and N-butylbenzamide upon heating to 100°C in benzene.

Treatment with triphenyl phosphine yields benzaldehyde and N-butyl-1-phenylmethanimine.

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