Low-Temperature Ag/Pd-Catalyzed Decarboxylative Cross-Coupling of Aryl Triflates with Aromatic Carboxylate Salts

被引：109

作者：

Goossen, Lukas J. ^{[1
]}

Lange, Paul P. ^{[1
]}

Rodriguez, Nuria ^{[1
]}

Linder, Christophe ^{[1
]}

机构：

[1] TU Kaiserslautern, FB Chem Organ Chem, D-67663 Kaiserslautern, Germany

来源：

CHEMISTRY-A EUROPEAN JOURNAL | 2010年 / 16卷 / 13期

关键词：

aryl triflates; carboxylic acids; cross-coupling; palladium; silver; ALLYL DIPHENYLGLYCINATE IMINES; BIARYL SYNTHESIS; ACIDS; BROMIDES; PROTODECARBOXYLATION; OLEFINATION; CHLORIDES; HALIDES; KETONES; ESTERS;

D O I：

10.1002/chem.200903319

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Chemical Equation Presented At 50°C lower than the best known copper catalysts, a catalytic silver(I)/ palladium(II) system allows the decarboxylative cross-coupling of arenecarboxylates with aryl triflates at temper-atures as low as 120°C. Remarkably, polychlorinated and many heterocyclic arenecarboxylates are converted for the first time in high yields. FG = functional group. © 2010 Wiley-VCH Verlag GmbH & Co. KGaA.

引用

页码：3906 / 3909

页数：4

共 47 条

[1]

[Anonymous], 2009, ANGEW CHEM

[2]

[Anonymous], 2009, AngewChem121

[3] Biaryl synthesis via decarboxylative Pd-catalyzed reactions of arenecarboxylic acids and diaryliodonium triflates [J].

Becht, Jean-Michel ;

Le Drian, Claude .

ORGANIC LETTERS, 2008, 10 (14) :3161-3164

[4] Synthesis of biaryls via decarboxylative Pd-catalyzed cross-coupling reaction [J].

Becht, Jean-Michel ;

Catala, Cedric ;

Le Drian, Claude ;

Wagner, Alain .

ORGANIC LETTERS, 2007, 9 (09) :1781-1783

[5] A Novel Iron-Catalyzed Decarboxylative Csp3-Csp2 Coupling of Proline Derivatives and Naphthol [J].

Bi, Hai-Peng ;

Chen, Wen-Wen ;

Liang, Yong-Min ;

Li, Chao-Jun .

ORGANIC LETTERS, 2009, 11 (15) :3246-3249

[6] The Copper-Catalyzed Decarboxylative Coupling of the sp3-Hybridized Carbon Atoms of α-Amino Acids [J].

Bi, Hai-Peng ;

Zhao, Liang ;

Liang, Yong-Min ;

Li, Chao-Jun .

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2009, 48 (04) :792-795

[7] Intermolecular Decarboxylative Direct C-3 Arylation of Indoles with Benzoic Acids [J].

Cornella, Josep ;

Lu, Pengfei ;

Larrosa, Igor .

ORGANIC LETTERS, 2009, 11 (23) :5506-5509

[8] Silver-catalysed protodecarboxylation of ortho-substituted benzoic acids [J].

Cornella, Josep ;

Sanchez, Carolina ;

Banawa, David ;

Larrosa, Igor .

CHEMICAL COMMUNICATIONS, 2009, (46) :7176-7178

[9] Synthesis of Aryl Sulfides by Decarboxylative C-S Cross-Couplings [J].

Duan, Zhongyu ;

Ranjit, Sadananda ;

Zhang, Pengfei ;

Liu, Xiaogang .

CHEMISTRY-A EUROPEAN JOURNAL, 2009, 15 (15) :3666-3669

[10] One-Pot Tandem Decarboxylative Allylation-Heck Cyclization of Allyl Diphenylglycinate Imines: Rapid Access to Polyfunctionalized 1-Aminoindanes [J].

Fields, Wendy H. ;

Khan, Ali K. ;

Sabat, Michal ;

Chruma, Jason J. .

ORGANIC LETTERS, 2008, 10 (22) :5131-5134

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