N-CYANOINDOLES AND N-CYANOINDOLE-4,7-DIONES - CONSTRUCTION OF A BC RING SYNTHON FOR THE KINAMYCINS

被引:26
作者
DMITRIENKO, GI
NIELSEN, KE
STEINGART, C
MING, NS
WILLSON, JM
WEERATUNGA, G
机构
[1] Guelph-Waterloo Centre for Graduate Work in Chemistry, University of Waterloo, Waterloo, Ont. N2L 3G1, Waterloo Campus
关键词
D O I
10.1016/S0040-4039(00)97443-4
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
N-Cyano-2,3-dialkylindoles, available by reaction of N-sodioindoles with phenyl cyanate, are substantially less reactive than N-acylindoles under electrophilic bromination conditions but readily yield sidechain brominated products under free radical conditions. Ceric ammonium nitrate oxidation of N-cyano-4,7-dimethoxy-2,3-disubstituted indoles yields the corresponding N-cyanoindole-4,7-diones which are potentially synthons for construction of kinamycins, 1. © 1990.
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收藏
页码:3681 / 3684
页数:4
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