Transition metal-catalyzed decarboxylative cross-coupling reactions

被引：436

作者：

Shang Rui ^{[1
]}

Liu Lei ^{[1
,2
]}

机构：

[1] Tsinghua Univ, Dept Chem, Key Lab Bioorgan Phosphorus Chem & Chem Biol, Minist Educ, Beijing 100084, Peoples R China

[2] Chinese Acad Sci, Shanghai Inst Organ Chem, State Key Lab Organometall Chem, Shanghai 200032, Peoples R China

来源：

SCIENCE CHINA-CHEMISTRY | 2011年 / 54卷 / 11期

关键词：

decarboxylation; cross-coupling reaction; transition metal; catalysis; organic synthesis; CARBOXYLIC-ACIDS; BIARYL SYNTHESIS; BENZOIC-ACIDS; ARENECARBOXYLIC ACIDS; ARYL HALIDES; C-H; AROMATIC CARBOXYLATES; VERSATILE CATALYST; DIRECT ARYLATION; OLEFINATION;

D O I：

10.1007/s11426-011-4381-0

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Transition metal-catalyzed decarboxylative cross-coupling reactions have recently emerged as a new and important category of organic transformations that find versatile applications in the construction of carbon-carbon and carbon-heteroatom bonds. The use of relatively cheap and stable carboxylic acids to replace organometallic reagents enables the decarboxylative cross-coupling reactions to proceed with good selectivities and functional group tolerance. In the present review we summarize the various types of decarboxylative cross-coupling reactions catalyzed by different transition metal complexes. The scope and applications of these reactions are described. The challenges and opportunities in the field are discussed.

引用

页码：1670 / 1687

页数：18

共 83 条

[21] Palladium/copper-catalyzed decarboxylative cross-coupling of aryl chlorides with potassium carboxylates [J].

Goossen, Lukas J. ;

Zimmermann, Bettina ;

Knauber, Thomas .

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2008, 47 (37) :7103-7106

[22] Synthesis of ketones from α-oxocarboxylates and aryl bromides by Cu/Pd-catalyzed decarboxylative cross-coupling [J].

Goossen, Lukas J. ;

Rudolphi, Felix ;

Oppel, Christoph ;

Rodriguez, Nuria .

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2008, 47 (16) :3043-3045

[23] Copper-catalyzed protodecarboxylation of aromatic carboxylic acids [J].

Goossen, Lukas J. ;

Thiel, Werner R. ;

Rodriguez, Nuria ;

Linder, Christophe ;

Melzer, Bettina .

ADVANCED SYNTHESIS & CATALYSIS, 2007, 349 (14-15) :2241-2246

[24] Biaryl synthesis via Pd-catalyzed decarboxylative coupling of aromatic carboxylates with aryl halides [J].

Goossen, Lukas J. ;

Rodriguez, Nuria ;

Melzer, Bettina ;

Linder, Christophe ;

Deng, Guojun ;

Levy, Laura M. .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2007, 129 (15) :4824-4833

[25] Synthesis of biaryls via catalytic decarboxylative coupling [J].

Goossen, Lukas J. ;

Deng, Guojun ;

Levy, Laura M. .

SCIENCE, 2006, 313 (5787) :662-664

[26] Comparative Study of Copper- and Silver-Catalyzed Protodecarboxylations of Carboxylic Acids [J].

Goossen, Lukas J. ;

Rodriguez, Nuria ;

Linder, Christophe ;

Lange, Paul P. ;

Fromm, Andreas .

CHEMCATCHEM, 2010, 2 (04) :430-442

[27] Low-Temperature Ag/Pd-Catalyzed Decarboxylative Cross-Coupling of Aryl Triflates with Aromatic Carboxylate Salts [J].

Goossen, Lukas J. ;

Lange, Paul P. ;

Rodriguez, Nuria ;

Linder, Christophe .

CHEMISTRY-A EUROPEAN JOURNAL, 2010, 16 (13) :3906-3909

[28] Decarboxylative Cross-Coupling of Aryl Tosylates with Aromatic Carboxylate Salts [J].

Goossen, Lukas. J. ;

Rodriguez, Nuria ;

Lange, Paul P. ;

Linder, Christophe .

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2010, 49 (06) :1111-1114

[29] Silver-catalysed protodecarboxylation of carboxylic acids [J].

Goossen, Lukas J. ;

Linder, Christophe ;

Rodriguez, Nuria ;

Lange, Paul P. ;

Fromm, Andreas .

CHEMICAL COMMUNICATIONS, 2009, (46) :7173-7175

[30] Microwave-Assisted Cu-Catalyzed Protodecarboxylation of Aromatic Carboxylic Acids [J].

Goossen, Lukas J. ;

Manjolinho, Filipe ;

Khan, Bilal A. ;

Rodriguez, Nuria .

JOURNAL OF ORGANIC CHEMISTRY, 2009, 74 (06) :2620-2623

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