Palladium-Catalyzed C-H Aminations of Anilides with N-Fluorobenzenesulfonimide

被引:317
作者
Sun, Kai [1 ]
Li, Yan [1 ]
Xiong, Tao [1 ]
Zhang, Jingping [1 ]
Zhang, Qian [1 ]
机构
[1] NE Normal Univ, Dept Chem, Changchun 130024, Peoples R China
关键词
BOND FORMATION; FUNCTIONALIZATION; AMIDATION; ELECTRON; ARENES;
D O I
10.1021/ja1101695
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The first amide-directed, palladium-catalyzed, intermolecular, highly selective C-H aminations with the non-nitrene-based nitrogen source N-fluorobenzenesulfonimide have been developed. This methodology might provide a new pathway for directed metal-catalyzed aromatic C-H amination.
引用
收藏
页码:1694 / 1697
页数:4
相关论文
共 24 条
  • [1] Direct Azole Amination: C-H Functionalization as a New Approach to Biologically Important Heterocycles
    Armstrong, Alan
    Collins, James C.
    [J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2010, 49 (13) : 2282 - 2285
  • [2] C-H functionalization/C-N bond formation: Copper-catalyzed synthesis of benzimidazoles from amidines
    Brasche, Gordon
    Buchwald, Stephen L.
    [J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2008, 47 (10) : 1932 - 1934
  • [3] Cheng JH, 2001, CARDIOVASC DRUG REV, V19, P152
  • [4] Catalytic C-H amination: recent progress and future directions
    Collet, Florence
    Dodd, Robert H.
    Dauban, Philippe
    [J]. CHEMICAL COMMUNICATIONS, 2009, (34) : 5061 - 5074
  • [5] Recent advances in catalytic intramolecular C-H aminations
    Davies, HML
    Long, MS
    [J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2005, 44 (23) : 3518 - 3520
  • [6] Catalytic C-H functionalization by metal carbenoid and nitrenoid insertion
    Davies, Huw M. L.
    Manning, James R.
    [J]. NATURE, 2008, 451 (7177) : 417 - 424
  • [7] Transition metal catalyzed oxidative functionalization of carbon-hydrogen bonds
    Dick, AR
    Sanford, MS
    [J]. TETRAHEDRON, 2006, 62 (11) : 2439 - 2463
  • [8] C-H bond functionalization in complex organic synthesis
    Godula, K
    Sames, D
    [J]. SCIENCE, 2006, 312 (5770) : 67 - 72
  • [9] Oxidative Pd(II)-Catalyzed C-H Bond Amination to Carbazole at Ambient Temperature
    Jordan-Hore, James A.
    Johansson, Carin C. C.
    Gulias, Moises
    Beck, Elizabeth M.
    Gaunt, Matthew J.
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2008, 130 (48) : 16184 - +
  • [10] Understanding and exploiting C-H bond activation
    Labinger, JA
    Bercaw, JE
    [J]. NATURE, 2002, 417 (6888) : 507 - 514