Copper(II)-Catalyzed Dehydrogenative Cross-Coupling between Two Azoles

被引：70
作者：
Qin, Xurong
Feng, Boya
Dong, Jiaxing
Li, Xiaoyu
Xue, Ying
Lan, Jingbo [1 ]
You, Jingsong
机构：
[1] Sichuan Univ, Coll Chem, Minist Educ, Key Lab Green Chem & Technol, Chengdu 610064, Peoples R China
来源：
JOURNAL OF ORGANIC CHEMISTRY | 2012年 / 77卷 / 17期
关键词：
C-H FUNCTIONALIZATION; CATALYZED ORTHO-ARYLATION; BOND FORMATION; SIMPLE ARENES; INDOLES; ALKENYLATION; HETEROCYCLES; ACTIVATIONS; MECHANISM; EFFICIENT;
D O I：
10.1021/jo301128y
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
The copper(II)-catalyzed dehydrogenative coupling between two different azoles for the preparation of unsymmetrical biazoles has been developed. The current catalytic system can effectively control the chemoselectivity for heterocoupling over homocoupling.
引用
收藏
页码：7677 / 7683
页数：7
相关论文
共 49 条
[1]   Copper-catalyzed "click" reaction/direct arylation sequence: Modular syntheses of 1,2,3-triazoles [J].
Ackermann, Lutz ;
Potukuchi, Harish K. ;
Landsberg, Dirk ;
Vicente, Ruben .
ORGANIC LETTERS, 2008, 10 (14) :3081-3084
[2]   Carboxylate-Assisted Transition-Metal-Catalyzed C-H Bond Functionalizations: Mechanism and Scope [J].
Ackermann, Lutz .
CHEMICAL REVIEWS, 2011, 111 (03) :1315-1345
[3]   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
[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]   Twofold C-H functionalization:: Palladium-catalyzed ortho arylation of anilides [J].
Brasche, Gordon ;
Garcia-Fortanet, Jorge ;
Buchwald, Stephen L. .
ORGANIC LETTERS, 2008, 10 (11) :2207-2210
[6]   Palladium-Catalyzed Selective Dehydrogenative Cross-Couplings of Heteroarenes [J].
Bugaut, Xavier ;
Glorius, Frank .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2011, 50 (33) :7479-7481
[7]   Palladium(II)-Catalyzed C-H Activation/C-C Cross-Coupling Reactions: Versatility and Practicality [J].
Chen, Xiao ;
Engle, Keary M. ;
Wang, Dong-Hui ;
Yu, Jin-Quan .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2009, 48 (28) :5094-5115
[8]   Catalytic C-C coupling through C-H arylation of arenes or heteroarenes [J].
Chiusoli, Gian Paolo ;
Catellani, Marta ;
Costa, Mirco ;
Motti, Elena ;
Della Ca', Nicola ;
Maestri, Giovanni .
COORDINATION CHEMISTRY REVIEWS, 2010, 254 (5-6) :456-469
[9]   Palladium-catalyzed C-H functionalization of pyridine N-oxides:: Highly selective alkenylation and direct arylation with unactivated arenes [J].
Cho, Seung Hwan ;
Hwang, Seung Jun ;
Chang, Sukbok .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2008, 130 (29) :9254-+
[10]   Recent advances in the transition metal-catalyzed twofold oxidative C-H bond activation strategy for C-C and C-N bond formation [J].
Cho, Seung Hwan ;
Kim, Ji Young ;
Kwak, Jaesung ;
Chang, Sukbok .
CHEMICAL SOCIETY REVIEWS, 2011, 40 (10) :5068-5083
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