Preparation of Functionalized Organomanganese(II) Reagents by Direct Insertion of Manganese to Aromatic and Benzylic Halides

被引：32

作者：

Peng, Zhihua ^{[1
]}

Knochel, Paul ^{[1
]}

机构：

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

来源：

ORGANIC LETTERS | 2011年 / 13卷 / 12期

基金：

欧洲研究理事会;

关键词：

CARBON BOND FORMATION; CROSS-COUPLING REACTION; CARBOXYLIC-ACID CHLORIDES; LICL-MEDIATED PREPARATION; ORGANIC-SYNTHESIS; UNSATURATED HALIDES; ORGANOMAGNESIUM REAGENTS; CONVENIENT PREPARATION; HOMOALLYLIC ALCOHOLS; ORGANOZINC REAGENTS;

D O I：

10.1021/ol201109g

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Functionalized arylmanganese compounds were prepared using commercial manganese powder in the presence of LiCl and catalytic amounts of both 2.5% InCl3 and 2.5% PbCl2 (THF, 0-50 degrees C). In addition, benzylic manganese reagents are obtained at 25 degrees C in ca. 70-80% yield (in the absence of LiCl) using commercial manganese powder and catalytic amounts of 2.5% InCl3 and 2.5% PbCl2. The resulting organomanganese reagents undergo smooth 1,2-addition, acylation, allylic substitution, Pd-catalyzed cross-coupling, and copper-catalyzed conjugate addition, affording the desired products In good yields.

引用

页码：3198 / 3201

页数：4

共 60 条

[1] REACTION OF ALLYLMANGANESE(II) REAGENTS WITH ALDEHYDES [J].