A LiCl-mediated Br/Mg exchange reaction for the preparation of functionalized aryl- and heteroarylmagnesium compounds from organic bromides

被引：806

作者：

Krasovskiy, A ^{[1
]}

Knochel, P ^{[1
]}

机构：

[1] Univ Munich, Dept Chem, D-81377 Munich, Germany

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2004年 / 43卷 / 25期

关键词：

C-C coupling; copper; cross-coupling; Grignard reaction; heterocycles;

D O I：

10.1002/anie.200454084

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

A wide range of aryl and heteroaryl bromides, which are usually sluggish in exchange reactions, are readily converted into the corresponding Grignard reagents by means of a Br/Mg exchange reaction triggered by iPrMgCl·LiCl (see scheme). These Grignard intermediates react with electrophiles in good yields.

引用

页码：3333 / 3336

页数：4

共 38 条

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Boymond L., 1998, ANGEW CHEM, V110, P1801

[12] SOME STERICALLY HINDERED LITHIUM ALKYLBROMO-MAGNESATE AND ALKYLCHLORO-MAGNESATE, CADMATES, AND MANGANATES - CRYSTAL AND MOLECULAR-STRUCTURES OF [LI(THF)2(MU-BR)2MG(C(SIME3)3)(THF)], [LI(THF)4][(CD[C(SIME3)3])3(MU-BR)3(MU-3-BR)].0.5C6H12' [(LI(THF))3(MU-3-BR)3(MU-3-OSIME3)CD(C(SIME3)3)], AND [LI(THF)4][(MN[C(SIME3)3])3-(MU-CL)4(THF)] (THF = TETRAHYDROFURAN)H [J].