Bromine-magnesium exchange in gem-dibromocyclopropanes using Grignard reagents

被引：33

作者：

Baird, MS ^{[1
]}

Nizovtsev, AV

Bolesov, IG

机构：

[1] Univ Wales, Dept Chem, Bangor LL57 2UW, Gwynedd, Wales

[2] Moscow MV Lomonosov State Univ, Dept Chem, Moscow, Russia

来源：

TETRAHEDRON | 2002年 / 58卷 / 08期

关键词：

bromine-magnesium exchange; gem-dibromocyclopropanes; Grignard reagent; cyclopropylidenes;

D O I：

10.1016/S0040-4020(02)00018-2

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Reaction of gem-dibromocyclopropanes with ethylmagnesium bromide at ambient temperature leads to very high yields of allenes; when cyclopropylidene-allene ring opening is suppressed, alternative carbenic products are observed, although other reactions compete. When the reactions are carried out at -60degreesC, a 1-bromo-1-(bromomagnesio)-cyclopropane is formed which may be trapped by a number of electrophiles. (C) 2002 Elsevier Science Ltd. All rights reserved.

引用

页码：1581 / 1593

页数：13

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