REACTIONS OF SOME INDOLYL ALCOHOLS AND INDOLYL-OLEFINS WITH ARENESULFONYL AZIDES

被引:5
作者
BAHADUR, GA [1 ]
BAILEY, AS [1 ]
COSTELLO, G [1 ]
SCOTT, PW [1 ]
机构
[1] DYSON PERRINS LAB,S PARKS RD,OXFORD OX1 3QY,ENGLAND
来源
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1 | 1979年 / 09期
关键词
D O I
10.1039/p19790002154
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The reactions of 1,3-dimethylindol-2-ylmethanols with arenesulphonyl azides afford 2-arenesulphonylamino-1,3-dimethylindoles as the major products, the side chain being lost, whilst hexahydro-5-methylcyclohept[b]indol-6-ol yields 2-arenesulphonylimino-2′-hydroxy-1-methylindoline-3-spirocyclohexanes. From the reaction between 5-methyl-5,8,9,10-tetrahydrocyclohepta[b]indole and p-chlorobenzenesulphonyl azide three products have been isolated and shown to be 2-p-chlorophenylsulphonylimino-1-methylindoline-3-spirocyclohex-2′-ene, 6-p-chlorophenylsulphonylimino-5,6,7,8,9,10-hexahydro-5-methylcyclohepta[b] indole and 2′-p-chlorophenylsulphonylaminomethylene-2-p- chlorophenylsulphonylimino-1-methylindoline-3-spirocyclopentane.
引用
收藏
页码:2154 / 2161
页数:8
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