Cobalt-Catalyzed Cross-Coupling Reactions Aryl Halides

被引:76
作者
Gosmini, Corinne [1 ]
Moncomble, Aurelien [1 ]
机构
[1] Ecole Polytech, CNRS, Lab Heteroelements & Coordinat, F-91128 Palaiseau, France
关键词
aromatic halide; arylzinc; catalysis; cobalt; cross-coupling; CARBON BOND-FORMATION; FUNCTIONALIZED ARYLZINC; EFFICIENT PREPARATION; ORGANOZINC COMPOUNDS; CONJUGATE ADDITION; GRIGNARD-REAGENTS; BROMIDES; ZINC; CHLORIDES; VINYLATION;
D O I
10.1002/ijch.201000032
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Cobalt-catalyzed carbon-carbon bond-forming reactions are an indispensable class of reactions in organic synthesis. This economical and ecologically attractive catalyst could replace, in some cases, the well-etablished, expensive palladium and toxic nickel catalytic systems that have dominated the field for many years. Cobalt-catalyzed protocols tolerate various functional groups and present a wide range of reactivity. Moreover, these efficient reactions are very easy to carry out without complex ligands under varied conditions. This review intends to shed light on the fact that cobalt-catalyzed cross-coupling reactions offer an excellent alternative to the usual catalysts. Moreover, these methodologies are sometimes superior, especially for reactions involving alkyl halides.
引用
收藏
页码:568 / 576
页数:9
相关论文
共 79 条
[11]   Iron-catalyzed reactions in organic synthesis [J].
Bolm, C ;
Legros, J ;
Le Paih, J ;
Zani, L .
CHEMICAL REVIEWS, 2004, 104 (12) :6217-6254
[12]   Cobalt-catalyzed cross-coupling reaction between functionalized primary and secondary alkyl halides and aliphatic Grignard reagents [J].
Cahiez, Gerard ;
Chaboche, Christophe ;
Duplais, Christophe ;
Giulliani, Arianna ;
Moyeux, Alban .
ADVANCED SYNTHESIS & CATALYSIS, 2008, 350 (10) :1484-1488
[13]   Cobalt-Catalyzed Cross-Coupling Reactions [J].
Cahiez, Gerard ;
Moyeux, Alban .
CHEMICAL REVIEWS, 2010, 110 (03) :1435-1462
[14]   A New Efficient Catalytic System for the Chemoselective Cobalt-Catalyzed Cross-Coupling of Aryl Grignard Reagents with Primary and Secondary Alkyl Bromides [J].
Cahiez, Gerard ;
Chaboche, Christophe ;
Duplais, Christophe ;
Moyeux, Alban .
ORGANIC LETTERS, 2009, 11 (02) :277-280
[15]  
Cepanec I., 2004, Synthesis of Biaryls
[16]   Discovery of a series of 6,7-dimethoxy-4-pyrrolidylquinazoline PDE10A inhibitors [J].
Chappie, Thomas A. ;
Humphrey, John M. ;
Allen, Martin P. ;
Estep, Kimberly G. ;
Fox, Carol B. ;
Lebel, Lorraine A. ;
Liras, Spiros ;
Marr, Eric S. ;
Menniti, Frank S. ;
Pandit, Jayvardhan ;
Schmidt, Christopher J. ;
Tu, Meihua ;
Williams, Robert D. ;
Yang, Feng V. .
JOURNAL OF MEDICINAL CHEMISTRY, 2007, 50 (02) :182-185
[17]   A novel transmetallation of arylzinc species into arylboronates from aryl halides in a barbier procedure [J].
Claudel, Stephanie ;
Gosmini, Corinne ;
Paris, Jean Marc ;
Perichon, Jacques .
CHEMICAL COMMUNICATIONS, 2007, (35) :3667-3669
[18]   Selected patented cross-coupling reaction technologies [J].
Corbet, Jean-Pierre ;
Mignani, Gerard .
CHEMICAL REVIEWS, 2006, 106 (07) :2651-2710
[19]   Coming of Age: Sustainable Iron-Catalyzed Cross-Coupling Reactions [J].
Czaplik, Waldemar Maximilian ;
Mayer, Matthias ;
Cvengros, Jan ;
Jacobi von Wangelin, Axel .
CHEMSUSCHEM, 2009, 2 (05) :396-417
[20]  
de Meijere A., 2004, MetalCatalyzed CrossCoupling Reactions, V1