Copper-Catalyzed Direct Amination of Electron-Deficient Arenes with Hydroxylamines

被引：193
作者：
Matsuda, Naoki [1 ]
Hirano, Koji [1 ]
Satoh, Tetsuya [1 ]
Miura, Masahiro [1 ]
机构：
[1] Osaka Univ, Fac Engn, Dept Appl Chem, Suita, Osaka 5650871, Japan
来源：
ORGANIC LETTERS | 2011年 / 13卷 / 11期
关键词：
C-H BONDS; INTERMOLECULAR DIRECT ARYLATION; DIRECT ALKYNYLATION; CARBON-HYDROGEN; DERIVATIVES; AMIDATION; FUNCTIONALIZATION; 1,3,4-OXADIAZOLES; ACTIVATION; AZOLES;
D O I：
10.1021/ol200855t
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
The C-H amination of electron-deficient arenes such as polyfluoroarenes and azole compounds with O-acylated hydroxylamines effectively proceeds in the presence of a copper catalyst even at room temperature to provide the corresponding anilines and aminoazoles in good yields.
引用
收藏
页码：2860 / 2863
页数：4
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[81]   Stereospecific Copper-Catalyzed C-H Allylation of Electron-Deficient Arenes with Allyl Phosphates [J].
Yao, Tomoyuki ;
Hirano, Koji ;
Satoh, Tetsuya ;
Miura, Masahiro .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2011, 50 (13) :2990-2994
[82]   Regulatory molecules for the 5-HT3 receptor ion channel gating system [J].
Yoshida, Satoshi ;
Watanabe, Takashi ;
Sato, Yasuo .
BIOORGANIC & MEDICINAL CHEMISTRY, 2007, 15 (10) :3515-3523
[83]   Application of Daugulis Copper-Catalyzed Direct Arylation to the Synthesis of 5-Aryl Benzotriazepines [J].
Yotphan, Sirilata ;
Bergman, Robert G. ;
Ellman, Jonathan A. .
ORGANIC LETTERS, 2009, 11 (07) :1511-1514
[84]   Copper-Catalyzed Direct Carboxylation of C-H Bonds with Carbon Dioxide [J].
Zhang, Liang ;
Cheng, Jianhua ;
Ohishi, Takeshi ;
Hou, Zhaomin .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2010, 49 (46) :8670-8673
[85]   Pd(OAc)2 Catalyzed Olefination of Highly Electron-Deficient Perfluoroarenes [J].
Zhang, Xingang ;
Fan, Shilu ;
He, Chun-Yang ;
Wan, Xiaolong ;
Min, Qiao-Qiao ;
Yang, Jie ;
Jiang, Zhong-Xing .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2010, 132 (13) :4506-+
[86]   N-amidation by copper-mediated cross-coupling of organostannanes or boronic acids with O-acetyl hydroxamic acids [J].
Zhang, Zhihui ;
Yu, Ying ;
Liebeskind, Lanny S. .
ORGANIC LETTERS, 2008, 10 (14) :3005-3008
[87]   Copper-Catalyzed Intermolecular Amination of Acidic Aryl C-H Bonds with Primary Aromatic Amines [J].
Zhao, Huaiqing ;
Wang, Min ;
Su, Weiping ;
Hong, Maochun .
ADVANCED SYNTHESIS & CATALYSIS, 2010, 352 (08) :1301-1306
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