CONFORMATION AND REARRANGEMENT REACTIONS OF DERIVATIVES OF 10,11-DIHYDRODIBENZOXEPIN

被引:12
作者
KAMETANI, T
SHIBUYA, S
OLLIS, WD
机构
[1] Pharmaceutical Institute, School of Medicine, Tohôku University, Sendai, Kitayobancho
[2] Department of Chemistry, The University
来源
JOURNAL OF THE CHEMICAL SOCIETY C-ORGANIC | 1968年 / 23期
关键词
D O I
10.1039/j39680002877
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The conformational behaviour of 10-substituted 10,11-dihydrodibenz[b,f] oxepins (V-XVI) has been investigated by n.m.r. spectroscopy. The favoured conformation is shown to be that in which the 10-substituent has the quasi-equatorial conformation with respect to the seven-membered ring. The stereo-electronic requirements for the observed rearrangement reactions of 10-chloro-10,11-dihydrodibenz[b,f]oxepins to give 9-chloromethyldibenzoxanthens are considered in relation to this favoured conformation.
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页码:2877 / &
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