SYNTHETIC PHOTOCHEMISTRY .2. GENERATION OF BENZOCYCLOBUTENOLS BY PHOTOCYCLIZATION OF BENZOCYCLOALKENONES

被引:23
作者
CARRE, MC [1 ]
VIRIOTVILLAUME, ML [1 ]
CAUBERE, P [1 ]
机构
[1] UNIV NANCY 1,CNRS,CHIM ORGAN LAB 1,EQUIPE RECH 476,F-54037 NANCY,FRANCE
来源
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1 | 1979年 / 10期
关键词
D O I
10.1039/p19790002542
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The irradiation of benzocycloalkenones (2) was examined in t-butyl alcohol and cyclisation into benzocyclobutenols (1) was observed for n = 7-9. On irradiation, substituted benzocycloalkenones (4) cyclised by an external mechanism to tricyclic benzocyclobutenols (7) and/or by an internal mechanism to alcohols (5) and/or (6), the relative ratio of these products depending on the nature of the alkyl substituent and the ring size. The results are related to the mechanism of the photoenolisation reaction.
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页码:2542 / 2549
页数:8
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