Recent Progress in Decarboxylative Oxidative Cross-Coupling for Biaryl Synthesis

被引：120

作者：

Perry, Gregory J. P. ^{[1
]}

Larrosa, Igor ^{[1
]}

机构：

[1] Univ Manchester, Sch Chem, Oxford Rd, Manchester M13 9PL, Lancs, England

来源：

EUROPEAN JOURNAL OF ORGANIC CHEMISTRY | 2017年 / 2017卷 / 25期

基金：

英国工程与自然科学研究理事会;

关键词：

Decarboxylation; C-H activation; Cross-coupling; Biaryls; Oxidative Coupling; AROMATIC CARBOXYLIC-ACIDS; COPPER-CATALYZED DECARBOXYLATION; SUBSTITUTED BENZOIC-ACIDS; ARYL BOND FORMATION; C-H ARYLATION; GOLD(I)-CATALYZED PROTODECARBOXYLATION; ARENECARBOXYLIC ACIDS; 2-NITROBENZOIC ACIDS; CUPROUS CARBOXYLATES; ACTIVATION;

D O I：

10.1002/ejoc.201700121

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The beginning of the 21st century has seen tremendous growth in the field of decarboxylative activation. Benzoic acid derivatives are now recognised as atom-economic alternatives to traditional cross-coupling partners, and they also benefit from being inexpensive, readily available and shelf-stable reagents. In this microreview we discuss recent developments in the coupling of benzoic acid derivatives either with an arene or with a second benzoic acid derivative, a process often termed decarboxylative oxidative cross-coupling. These procedures offer great promise for the development of highly selective and atom-economic cross-couplings.

引用

页码：3517 / 3527

页数：11

共 81 条

[61] Transition Metal-Catalyzed C-H Activation of Indoles [J].

Sandtorv, Alexander H. .

ADVANCED SYNTHESIS & CATALYSIS, 2015, 357 (11) :2403-2435

[62] Palladium-Catalyzed Cross-Coupling: A Historical Contextual Perspective to the 2010 Nobel Prize [J].

Seechurn, Carin C. C. Johansson ;

Kitching, Matthew O. ;

Colacot, Thomas J. ;

Snieckus, Victor .

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2012, 51 (21) :5062-5085

[63] Protodecarboxylation of benzoic acids under radical conditions [J].

Seo, Sangwon ;

Taylor, John B. ;

Greaney, Michael F. .

CHEMICAL COMMUNICATIONS, 2012, 48 (66) :8270-8272

[64] Transition metal-catalyzed decarboxylative cross-coupling reactions [J].

Shang Rui ;

Liu Lei .

SCIENCE CHINA-CHEMISTRY, 2011, 54 (11) :1670-1687

[65] The simple halogen derivatives of furan [J].

Shepard, AF ;

Winslow, NR ;

Johnson, JR .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1930, 52 :2083-2090

[66] Rh(I)-Catalyzed Decarboxylative Transformations of Arenecarboxylic Acids: Ligand- and Reagent-Controlled Selectivity toward Hydrodecarboxylation or Heck-Mizoroki Products [J].

Sun, Zhong-Ming ;

Zhang, Jing ;

Zhao, Pinjing .

ORGANIC LETTERS, 2010, 12 (05) :992-995

[67] C2-Arylation of Substituted Pyridine N-oxides with Heteroaryl Carboxylic Acids by Palladium-Catalyzed Decarboxylative Coupling [J].

Suresh, Rajendran ;

Muthusubramanian, Shanmugam ;

Kumaran, Rajendran Senthil ;

Manickam, Govindaswamy .

ASIAN JOURNAL OF ORGANIC CHEMISTRY, 2014, 3 (05) :604-608

[68] Palladium-catalyzed decarboxylative coupling of aromatic acids with aryl halides or unactivated arenes using microwave heating [J].

Voutchkova, Adelina ;

Coplin, Abigail ;

Leadbeater, Nicholas E. ;

Crabtree, Robert H. .

CHEMICAL COMMUNICATIONS, 2008, (47) :6312-6314

[69] Palladium-Catalyzed Intramolecular Direct Arylation of Benzoic Acids by Tandem Decarboxylation/C-H Activation [J].

Wang, Congyang ;

Piel, Isabel ;

Glorius, Frank .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2009, 131 (12) :4194-+

[70] Towards mild metal-catalyzed C-H bond activation [J].

Wencel-Delord, Joanna ;

Droege, Thomas ;

Liu, Fan ;

Glorius, Frank .

CHEMICAL SOCIETY REVIEWS, 2011, 40 (09) :4740-4761

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