Preparation of Solid Salt-Stabilized Functionalized Organozinc Compounds and their Application to Cross-Coupling and Carbonyl Addition Reactions

被引:87
作者
Bernhardt, Sebastian [1 ]
Manolikakes, Georg [2 ]
Kunz, Thomas [1 ]
Knochel, Paul [1 ]
机构
[1] Univ Munich, Dept Chem, D-81377 Munich, Germany
[2] Goethe Univ Frankfurt, Inst Organ Chem & Chem Biol, D-60438 Frankfurt, Germany
基金
欧洲研究理事会;
关键词
carbonyl addition; cross-coupling; Lewis acids; organozinc reagents; GRIGNARD-REAGENTS; ALKYLZINC HALIDES; DIRECT INSERTION; ARYL BROMIDES; ZINC; KETONES; PRECATALYST; MAGNESIUM; EFFICIENT; ARYLMAGNESIUM;
D O I
10.1002/anie.201104291
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Powdered organozinc reagents: Various aryl and heteroaryl bromides as well as benzylic chlorides react with Mg and Zn(OPiv)2·2 LiCl (OPiv=pivalate) to provide solid organozinc reagents after solvent evaporation. These powders can be stored at room temperature under argon for months and can be manipulated in air for a short time. They undergo smooth Negishi cross-coupling and carbonyl addition reactions (see scheme). Copyright © 2011 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.
引用
收藏
页码:9205 / 9209
页数:5
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