PHOTOCHEMISTRY OF CONDENSED ISOXAZOLINES

Citation
V. Ondrus et al., PHOTOCHEMISTRY OF CONDENSED ISOXAZOLINES, Monatshefte fuer Chemie, 125(11), 1994, pp. 1241-1246
Citations number
12
Categorie Soggetti
Chemistry
Journal title
ISSN journal
00269247
Volume
125
Issue
11
Year of publication
1994
Pages
1241 - 1246
Database
ISI
SICI code
0026-9247(1994)125:11<1241:POCI>2.0.ZU;2-W
Abstract
The condensed bridged isoxazolines 4 are rearranged on irradiation wit h a low-pressure mercury lamp exclusively into condensed derivatives o f tetrahydropyridine 5. The selectivity of the rearrangement is due to a stabilization of the biradical 8 by the overlap of the radical-elec trons with pi-electrons of the C=C double bond and the heterocyclic ri ng. Quantum yields of the photorearrangement, established from the con sumption of the starting materials 4, were determined.