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

被引:192
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
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
相关论文
共 87 条
  • [81] Stereospecific Copper-Catalyzed C-H Allylation of Electron-Deficient Arenes with Allyl Phosphates
    Yao, Tomoyuki
    Hirano, Koji
    Satoh, Tetsuya
    Miura, Masahiro
    [J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2011, 50 (13) : 2990 - 2994
  • [82] Regulatory molecules for the 5-HT3 receptor ion channel gating system
    Yoshida, Satoshi
    Watanabe, Takashi
    Sato, Yasuo
    [J]. BIOORGANIC & MEDICINAL CHEMISTRY, 2007, 15 (10) : 3515 - 3523
  • [83] Application of Daugulis Copper-Catalyzed Direct Arylation to the Synthesis of 5-Aryl Benzotriazepines
    Yotphan, Sirilata
    Bergman, Robert G.
    Ellman, Jonathan A.
    [J]. ORGANIC LETTERS, 2009, 11 (07) : 1511 - 1514
  • [84] Copper-Catalyzed Direct Carboxylation of C-H Bonds with Carbon Dioxide
    Zhang, Liang
    Cheng, Jianhua
    Ohishi, Takeshi
    Hou, Zhaomin
    [J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2010, 49 (46) : 8670 - 8673
  • [85] Pd(OAc)2 Catalyzed Olefination of Highly Electron-Deficient Perfluoroarenes
    Zhang, Xingang
    Fan, Shilu
    He, Chun-Yang
    Wan, Xiaolong
    Min, Qiao-Qiao
    Yang, Jie
    Jiang, Zhong-Xing
    [J]. 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
    Zhang, Zhihui
    Yu, Ying
    Liebeskind, Lanny S.
    [J]. ORGANIC LETTERS, 2008, 10 (14) : 3005 - 3008
  • [87] Copper-Catalyzed Intermolecular Amination of Acidic Aryl C-H Bonds with Primary Aromatic Amines
    Zhao, Huaiqing
    Wang, Min
    Su, Weiping
    Hong, Maochun
    [J]. ADVANCED SYNTHESIS & CATALYSIS, 2010, 352 (08) : 1301 - 1306