Palladium-Catalyzed Cross-Dehydrogenative Functionalization of C(sp2)-H Bonds

被引:242
作者
Wu, Yinuo [1 ,2 ]
Wang, Jun [3 ]
Mao, Fei [2 ]
Kwong, Fuk Yee [1 ]
机构
[1] Hong Kong Polytech Univ, State Key Lab Chirosci, Dept Appl Biol & Chem Technol, Kowloon, Hong Kong, Peoples R China
[2] Sun Yat Sen Univ, Sch Pharmaceut Sci, Guangzhou 510275, Guangdong, Peoples R China
[3] South Univ Sci & Technol China, Dept Chem, Shenzhen, Peoples R China
关键词
C-H activation; cross-coupling; dehydrogenation; homogeneous catalysis; palladium; C-H BOND; HYDROGEN SUBSTITUTION-REACTIONS; BETA-KETO-ESTERS; AROMATIC SUBSTITUTION; COUPLING REACTIONS; HECK REACTION; TOLUENE DERIVATIVES; DIRECTING GROUP; ORTHO-ACYLATION; SIMPLE ARENES;
D O I
10.1002/asia.201300990
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The catalytic cross-dehydrogenative coupling (CDC) reaction has received intense attention in recent years. The attractive feature of this coupling process is the formation of a CC bond from two CH moieties under oxidative conditions. In this Focus Review, recent advances in the palladium-catalyzed CDC reactions of C(sp(2))H bond are summarized, with a focus on the period from 2011 to early 2013.
引用
收藏
页码:26 / 47
页数:22
相关论文
共 158 条
[61]   Catalytic Oxidative Coupling Reactions for the Formation of Carbon-Carbon Bonds without Carbon-Metal Intermediates [J].
Klussmann, Martin ;
Sureshkumar, Devarajulu .
SYNTHESIS-STUTTGART, 2011, (03) :353-369
[62]   Ruthenium-catalyzed direct oxidative alkenylation of arenes through twofold C-H bond functionalization [J].
Kozhushkov, Sergei I. ;
Ackermann, Lutz .
CHEMICAL SCIENCE, 2013, 4 (03) :886-896
[63]   Pyridine Ligands as Promoters in PdII/0-Catalyzed C-H Olefination Reactions [J].
Kubota, Asako ;
Emmert, Marion H. ;
Sanford, Melanie S. .
ORGANIC LETTERS, 2012, 14 (07) :1760-1763
[64]   Intermolecular Dehydrogenative Heck Reactions [J].
Le Bras, Jean ;
Muzart, Jacques .
CHEMICAL REVIEWS, 2011, 111 (03) :1170-1214
[65]   Palladium-catalyzed oxidative arylation of trisubstituted olefin: an efficient synthesis of 3-(disubstituted)alkylidene-oxindoles [J].
Lee, Hyun Ju ;
Kim, Ko Hoon ;
Kim, Se Hee ;
Kim, Jae Nyoung .
TETRAHEDRON LETTERS, 2013, 54 (02) :170-175
[66]   Palladium-Catalyzed, Chelation-Assisted Stereo- and Regioselective Synthesis of Tetrasubstituted Olefins by Oxidative Heck Arylation [J].
Lee, Hyun Seung ;
Kim, Ko Hoon ;
Kim, Sung Hwan ;
Kim, Jae Nyoung .
ADVANCED SYNTHESIS & CATALYSIS, 2012, 354 (13) :2419-2426
[67]   Activation of remote meta-C-H bonds assisted by an end-on template [J].
Leow, Dasheng ;
Li, Gang ;
Mei, Tian-Sheng ;
Yu, Jin-Quan .
NATURE, 2012, 486 (7404) :518-522
[68]   Palladium-Catalyzed Dehydrogenative β′-Functionalization of β-Keto Esters with Indoles at Room Temperature [J].
Leskinen, Mikko V. ;
Yip, Kai-Tai ;
Valkonen, Arto ;
Pihko, Petri M. .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2012, 134 (13) :5750-5753
[69]   sp2 C-H bond activation in water and catalytic crosscoupling reactions [J].
Li, Bin ;
Dixneuf, Pierre H. .
CHEMICAL SOCIETY REVIEWS, 2013, 42 (13) :5744-5767
[70]   Green chemistry for chemical synthesis [J].
Li, Chao-Jun ;
Trost, Barry M. .
PROCEEDINGS OF THE NATIONAL ACADEMY OF SCIENCES OF THE UNITED STATES OF AMERICA, 2008, 105 (36) :13197-13202