Abstract

Photochemical reactions of 3-aryl-2 isoxazolines and six-, seven- and eight- membered analogues were investigated. 3-Phenyl-dihydro-1,2-oxazine was irradiated to give several products which were derived from the initial NO bond fission, whereas the seven- and eight-membered analogues were found to be stable to light. Only the syn— anti isomerization was observed. In addition, a novel [2 + 2] photocycloaddition reaction of 2-isoxazolines having cyano or methoxy-carbonyl groups on the 3-aryl moiety with some aromatic compounds such as benzene, furan, indene and thiophene was discovered. The UV absorption and emission spectra of 3-phenyl-2-isoxazoline and its related heterocyclics are also discussed.

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