BECKMANN REARRANGEMENT OF 1,2,3,8-TETRAHYDRO-1-HYDROXYIMINOCYCLOPENT[A]INDENE AND 1,2,3,4-TETRAHYDRO-1-HYDROXYIMINOFLUORENE

被引:15
作者
PINDER, RM
机构
[1] Chemical Defence Experimental Establishment, Salisbury, Wiltshire, Porton Down
来源
JOURNAL OF THE CHEMICAL SOCIETY C-ORGANIC | 1969年 / 13期
关键词
D O I
10.1039/j39690001690
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Beckmann rearrangement of 1,2,3,8-tetrahydro-1-hydroxyiminocyclopent[a]indene and 1,2,3,4-tetrahydro1-hydroxyiminofluorene under a variety of conditions, and also Schmidt rearrangement of the parent ketones, gave solely the products of alkyl migration, 3,4-dihydro-9H-indeno[2,1-c]pyridin-1 (2H)-one and 3,4,6,10-tetrahydro-indeno[2,1-c]azepin-1 (2H)-one respectively. It is suggested that the rearrangements occur via a non-stereoselective iminium cation.
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页码:1690 / &
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