ELECTROPHILIC SUBSTITUTION-REACTIONS OF BENZ[A]INDENO[1,2,3-CD]AZULENE

被引:3
|
作者
TODA, T
MINABE, M
YOSHIDA, M
TOBITA, K
机构
[1] Department of Applied Chemistry, Faculty of Engineering, Utsunomiya University
来源
JOURNAL OF ORGANIC CHEMISTRY | 1990年 / 55卷 / 04期
关键词
D O I
10.1021/jo00291a037
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The title compound (2) was prepared through the photochemical transformation of several triptycene derivatives. Electrophilic substitution reactions of 2 took place primarily at the 6-position: the Vilsmeier reaction gave the 6-formyl derivative in good yield; bromination afforded the 6-bromo derivative, accompanied by a small amount of the 6,11-dibromo compound; nitration yielded mainly the 6-nitro compound, with the 8-nitro derivative as a minor product. However, Friedel-Crafts type reactions did not give any acyl derivatives. Structures of the reaction products were confirmed by their NMR spectra. © 1990, American Chemical Society. All rights reserved.
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页码:1297 / 1300
页数:4
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