REACTION OF HALO(TRIMETHYLSILYL)BENZENES WITH ELECTROPHILES AND BASES - CARBODESILYLATION AND ELIMINATION AS COMPETITIVE REACTIONS

被引：9

作者：

EFFENBERGER, F

DAUB, W

机构：

[1] Institut für Organische Chemie, Universität Stuttgart, Stuttgart, W-7000

来源：

CHEMISCHE BERICHTE | 1991年 / 124卷 / 09期

关键词：

HALO(TRIMETHYLSILYL)BENZENES; CARBODESILYLATION AND ELIMINATION OF; CARBODESILYLATION; ELIMINATION;

D O I：

10.1002/cber.19911240938

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Elimination to dehydrobenzenes takes place as competitive reaction in the base-catalyzed carbodesilylation of 1-halo-2-(trimethylsilyl)benzenes 1 with carbonyl compounds 2 in the presence of furans 3, 6. Elimination is preferred with increasing leaving tendency of the halides (I > Br > > Cl > > F) and with decreasing reactivity of the carbonyl compounds. Exclusive elimination to 1,2-didehydrobenzenes - which are trapped with furans - occurs in the reaction when no electrophiles are present.

引用

页码：2113 / 2118

页数：6