Zur Photochemie von 3,5-Diaryl-2-isoxazolinen. 30. Mitteilung über Photoreaktionen
作者:Heinz Giezendanner、Hans Jürgen Rosenkranz、Hans-Jürgen Hansen、Hans Schmid
DOI:10.1002/hlca.19730560744
日期:1973.11.7
Irradiation of 3,5-diphenyl- or 3-(p-tolyl)-5-phenyl-2-isoxazoline (12 and 13, respectively) in benzene with a high-pressure mercury lamp yields 4,5-diphenyl- or 4-(p-tolyl)-5-phenyl-3-oxazoline (17 and 19, respectively) and the β-amino-chalcones 18 or 20 in addition to benzaldehyde, benzonitrile and p-tolunitrile, respectively (scheme 6 and ‘Anmerkg.’ p. 2600). The 3-oxazolines 17 and 19 are formed
用高压汞灯在苯中辐射3,5-二苯基-或3-(对甲苯基)-5-苯基-2-异恶唑啉(分别为12和13)产生4,5-二苯基-或4- (对-甲苯基)-5-苯基-3-恶唑啉(分别为17和19)以及除苯甲醛,苯甲腈和对-甲苯磺酸之外的β-氨基-查耳酮18或20(方案6和'Anmerkg。'第2600页)。3-恶唑啉17和19是通过路线a(方案8)经由3-苯基或3-(对甲苯基)-2 H-叠氮基形成的(23,分别为R = H和CH 3)及其光化学重排后继物腈腈24,作为中间体。该反应的发现为3-芳基-2 H-叠氮基的快速发展光化学奠定了基础[2] [24]。