Multiple C-H activations to construct biologically active molecules in a process completely free of organohalogen and organometallic components

被引:436
作者
Li, Bi-He [1 ]
Tian, Shi-Liang [1 ]
Fang, Zhao [1 ]
Shi, Zhang-Jie [1 ]
机构
[1] Peking Univ, Coll Chem, Beijing 100871, Peoples R China
关键词
C-C coupling; C-H activation; dehydrogenation; homogeneous catalysis; palladium;
D O I
10.1002/anie.200704092
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
(Chemical Equation Presented) Step by step: Highly selective cross dehydrogenase arylation of acetanilides was developed to construct biaryls under mild condition. With this method, different aryl C-H bonds were activated in sequential reactions to construct functionalized carbazoles (see scheme), which are present as key structural units in various biological molecules and organic optical materials. © 2008 Wiley-VCH Verlag GmbH & Co. KGaA.
引用
收藏
页码:1115 / 1118
页数:4
相关论文
共 66 条
  • [51] Suzuki-Miyaura coupling reaction by PdII-catalyzed aromatic C-H bond activation directed by an N-alkyl acetamino group
    Shi, Zhangjie
    Li, Bijie
    Wan, Xiaobing
    Cheng, Jiang
    Fang, Zhao
    Cao, Bin
    Qin, Changming
    Wang, Yang
    [J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2007, 46 (29) : 5554 - 5558
  • [52] Activation of C-H bonds by metal complexes
    Shilov, AE
    Shul'pin, GB
    [J]. CHEMICAL REVIEWS, 1997, 97 (08) : 2879 - 2932
  • [53] Stahl S. S., 1998, ANGEW CHEM, V110, P2298
  • [54] Stahl SS, 1998, ANGEW CHEM INT EDIT, V37, P2181, DOI 10.1002/(SICI)1521-3773(19980904)37:16<2180::AID-ANIE2180>3.0.CO
  • [55] 2-A
  • [56] Stuart DR, 2007, SCIENCE, V316, P1172, DOI 10.1126/science.1141956
  • [57] Intermolecular coupling of isomerizable alkenes to heterocycles via rhodium-catalyzed C-H bond activation
    Tan, KL
    Bergman, RG
    Ellman, JA
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2002, 124 (47) : 13964 - 13965
  • [58] Highly efficient and enantioselective cyclization of aromatic imines via directed C-H bond activation
    Thalji, RK
    Ellman, JA
    Bergman, RG
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2004, 126 (23) : 7192 - 7193
  • [59] Combined C-H functionalization/C-N bond formation route to carbazoles
    Tsang, WCP
    Zheng, N
    Buchwald, SL
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2005, 127 (42) : 14560 - 14561
  • [60] Stereoselective cis-addition of aromatic C-H bonds to alkynes catalyzed by dinuclear palladium complexes
    Tsukada, N
    Mitsuboshi, T
    Setoguchi, H
    Inoue, Y
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2003, 125 (40) : 12102 - 12103