Transition-Metal-Catalyzed p-Bond-Assisted C-H Bond Functionalization: An Emerging Trend in Organic Synthesis

被引:159
|
作者
Gandeepan, Parthasarathy [1 ]
Cheng, Chien-Hong [1 ]
机构
[1] Natl Tsing Hua Univ, Dept Chem, Hsinchu 30013, Taiwan
关键词
annulation; CH activation; directing groups; homogeneous catalysis; transition metals; ONE-POT SYNTHESIS; DIRECT ORTHO-ALKENYLATION; ALKYNYL ARYL ETHERS; REGIOSELECTIVE SYNTHESIS; OXIDATIVE ANNULATION; RHODIUM(III)-CATALYZED SYNTHESIS; ISOQUINOLINIUM SALTS; N-METHOXYBENZAMIDES; ORTHO-OLEFINATION; DIRECTING GROUPS;
D O I
10.1002/asia.201403224
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Transition-metal-catalyzed CH activation is considered to be an important tool in organic synthesis and has been accepted and widely used by chemists because it is straightforward, cost-effective, and environmentally friendly. A variety of functional groups have been used to direct metal complexes and achieve regioselective CH activation. Most directing is achieved through the sigma-bond coordination of functional groups to the metal catalyst, followed by ortho-selective CH bond cleavage. However, recent work has demonstrated that -coordinating functional groups can also assist in guiding metal complexes for site-selective CH bond activation. This emerging approach significantly expands the scope of CH activation reactions in organic synthesis. Herein, recent developments in this field are summarized.
引用
收藏
页码:824 / 838
页数:15
相关论文
共 50 条
  • [1] The Transient Directing Group Strategy: A New Trend in Transition-Metal-Catalyzed C-H Bond Functionalization
    Zhao, Qun
    Poisson, Thomas
    Pannecoucke, Xavier
    Besset, Tatiana
    SYNTHESIS-STUTTGART, 2017, 49 (21): : 4808 - 4826
  • [2] Transition-Metal-Catalyzed Remote C-H Bond Functionalization of Cyclic Amines
    Chen, Weijie
    Cao, Xi
    Yang, Xiaoyu
    SYNOPEN, 2022, 06 (04): : 286 - 305
  • [3] Recent Advances in the Synthesis of Quaternary Ammonium Salts via Transition-Metal-Catalyzed C-H Bond Activation
    Jayakumar, Jayachandran
    Cheng, Chien-Hong
    JOURNAL OF THE CHINESE CHEMICAL SOCIETY, 2018, 65 (01) : 11 - 23
  • [4] Electrochemical Transition-Metal-Catalyzed C-H Bond Functionalization: Electricity as Clean Surrogates of Chemical Oxidants
    Chen, Jianbin
    Lv, Shide
    Tian, Siyu
    CHEMSUSCHEM, 2019, 12 (01) : 115 - 132
  • [5] Regioselective Transition-Metal-Catalyzed C-H Functionalization of Anilines
    Leitch, Jamie A.
    Frost, Christopher G.
    SYNTHESIS-STUTTGART, 2018, 50 (14): : 2693 - 2706
  • [6] Transition-Metal-Catalyzed Redox-Neutral and Redox-Green C-H Bond Functionalization
    Wang, Hongli
    Huang, Hanmin
    CHEMICAL RECORD, 2016, 16 (04) : 1807 - 1818
  • [7] Transition-Metal-Catalyzed Direct Arylation of (Hetero)Arenes by C-H Bond Cleavage
    Ackermann, Lutz
    Vicente, Ruben
    Kapdi, Anant R.
    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2009, 48 (52) : 9792 - 9826
  • [8] Application of sulfoxonium ylide in transition-metal-catalyzed C-H bond activation and functionalization reactions
    Kumar, Anil
    Sherikar, Mahadev Sharanappa
    Hanchate, Vinayak
    Prabhu, Kandikere Ramaiah
    TETRAHEDRON, 2021, 101
  • [9] Convergent Synthesis of α-Branched Amines by Transition-Metal-Catalyzed C-H Bond Additions to Imines
    Hummel, Joshua R.
    Ellman, Jonathan A.
    ISRAEL JOURNAL OF CHEMISTRY, 2017, 57 (10-11) : 916 - 931
  • [10] Unactivated Alkyl Halides in Transition-Metal-Catalyzed C-H Bond Alkylation
    Ankade, Shidheshwar B.
    Shabade, Anand B.
    Soni, Vineeta
    Punji, Benudhar
    ACS CATALYSIS, 2021, 11 (06) : 3268 - 3292