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
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
收藏
页码:3517 / 3527
页数:11
相关论文
共 81 条
[1]  
Ackermann L., 2009, ANGEW CHEM, V121, P9976, DOI DOI 10.1002/ANGE.200902996
[2]   Transition-Metal-Catalyzed Direct Arylation of (Hetero)Arenes by C-H Bond Cleavage [J].
Ackermann, Lutz ;
Vicente, Ruben ;
Kapdi, Anant R. .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2009, 48 (52) :9792-9826
[3]  
Ahlsten N., 2016, TOPICS HETEROCYCLIC, V46, P175
[4]   Aryl-aryl bond formation by transition-metal-catalyzed direct arylation [J].
Alberico, Dino ;
Scott, Mark E. ;
Lautens, Mark .
CHEMICAL REVIEWS, 2007, 107 (01) :174-238
[5]  
[Anonymous], 2011, ANGEW CHEM
[6]  
[Anonymous], ANGEW CHEM
[7]  
[Anonymous], 2012, ANGEW CHEM
[8]   Gold-mediated C-H bond functionalisation [J].
Boorman, Tanya C. ;
Larrosa, Igor .
CHEMICAL SOCIETY REVIEWS, 2011, 40 (04) :1910-1925
[9]   ORGANOCOPPER INTERMIDIATES VIA DECARBOXYLATION OF CUPROUS CARBOXYLATES [J].
CAIRNCROSS, A ;
ROLAND, JR ;
HENDERSON, RM ;
SHEPPARD, WA .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1970, 92 (10) :3187-+
[10]   Copper-catalyzed oxidative decarboxylative C-H arylation of benzoxazoles with 2-nitrobenzoic acids [J].
Chen, Lijun ;
Ju, Lin ;
Bustin, Katelyn A. ;
Hoover, Jessica M. .
CHEMICAL COMMUNICATIONS, 2015, 51 (81) :15059-15062