Non-sensitized photooxygenation of some steroidal isoxazolidines(Article)
- aFaculty of Chemistry, University of Belgrade, Studentski Trg 16, P.O.Box 550, YU-11001 Belgrade
- bInstitute of Chemistry, Technology and Metallurgy, Belgrade
Abstract
UV irradiation of the steroidal isoxazolidines 2a, 2b, and 2c in various solvents in the presence of molecular oxygen, results in oxidative cleavage of the epoxyimino bridge to give several products; the N-unsubstituted isoxazolidine 2a afforded the nitro products 3, 4, and 5 and the azoxy compounds 6 and 7, while the N-methyl and N-acetyl derivatives 2b and 2c produced only the nitro compounds 3 and 5 as sole identifiable material. An explanation of the observed photooxygenation processes involving exciplex formation followed by proton transfer from isaxazolidine to molecular oxygen is presented. © 1991.
Indexed keywords
| EMTREE drug terms: | isoxazolidine derivativesteroid |
|---|---|
| EMTREE medical terms: | articlenuclear magnetic resonancephotochemistryreaction analysissynthesis |
Funding details
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1
Acknowledgements. Wea re grateJ%tl o the Serbian Academy of Sciences and Arts and to the Serbian Republic Research Fund for jim’al support. We wish to thank Dr. H.Fuhrer and Dr. G.Rist for the spectral &terminationsp e@ormed ai Ciba-GeigyL td., Bosel, Switzerkuui.
- ISSN: 00404020
- CODEN: TETRA
- Source Type: Journal
- Original language: English
- DOI: 10.1016/S0040-4020(01)86567-4
- Document Type: Article
Lorenc, L.B.; Faculty of Chemistry, University of Belgrade, Studentski Trg 16, P.O.Box 550,
© Copyright 2014 Elsevier B.V., All rights reserved.
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