NUCLEOPHILIC-TYPE RADICAL CYCLIZATIONS OF INDOLES - CONVERSION OF 2-CYANO 3-SUBSTITUTED INDOLES TO SPIRO-ANNELATED INDOLINES AND TETRAHYDROCARBAZOLONES

被引:47
作者
YANG, CC [1 ]
CHANG, HT [1 ]
FANG, JM [1 ]
机构
[1] NATL TAIWAN UNIV,DEPT CHEM,TAIPEI 10617,TAIWAN
关键词
D O I
10.1021/jo00063a032
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Oxidative photocyclizations of appropriate 2-anilino alkenenitriles (6) afforded a series of indole-2-carbonitriles (7) having bromoalkyl substituents at the C-3 positions. Upon treatment with Bu3SnH, these indolecarbonitriles underwent intramolecular cyclizations either by attack at the C-3 positions of the indole rings to give the spiro-annelated indolinecarbonitriles or by attack at the cyano group to give carbazolone derivatives.
引用
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页码:3100 / 3105
页数:6
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