Direct Functionalization of C-H Bonds by Iron, Nickel, and Cobalt Catalysis

被引:177
|
作者
Pototschnig, Gerit [1 ]
Maulide, Nuno [2 ]
Schnuerch, Michael [3 ]
机构
[1] CALTECH, Warren & Katharine Schlinger Lab Chem & Chem Engn, Div Chem & Chem Engn, 1200 E Calif Blvd, Pasadena, CA 91125 USA
[2] Univ Vienna, Inst Organ Chem, Wahringerstr 38, A-1090 Vienna, Austria
[3] TU Wien, Inst Appl Synthet Chem, Getreidemarkt 9-163, A-1060 Vienna, Austria
关键词
base metal catalysis; C-H activation; cobalt; iron; nickel; N-TYPE REACTIONS; TERMINAL ALKYNES; DIRECT ARYLATION; REGIOSELECTIVE HYDROHETEROARYLATION; COBALT(III)-CATALYZED SYNTHESIS; INTRAMOLECULAR HYDROACYLATION; AROMATIC CARBOXAMIDES; 2-STATE REACTIVITY; ALIPHATIC AMIDES; C(SP(3))-H BONDS;
D O I
10.1002/chem.201605657
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Non-precious-metal-catalyzed reactions are of increasing importance in chemistry due to the outstanding ecological and economic properties of these metals. In the subfield of metal-catalyzed direct C-H functionalization reactions, recent years have shown an increasing number of publications dedicated to this topic. Nickel, cobalt, and last but not least iron, have started to enter a field which was long dominated by precious metals such as palladium, rhodium, ruthenium, and iridium. The present review article summarizes the development of iron-, nickel-, and cobalt-catalyzed C-H functionalization reactions until the end of 2016, and discusses the scope and limitations of these transformations.
引用
收藏
页码:9206 / 9232
页数:27
相关论文
共 50 条
  • [31] The Nickel/Copper-Catalyzed Direct Alkylation of Heterocyclic C-H Bonds
    Vechorkin, Oleg
    Proust, Valerie
    Hu, Xile
    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2010, 49 (17) : 3061 - 3064
  • [32] Enantioselective Cobalt-Catalyzed C-H Functionalization
    Xu, Weiwei
    Ye, Mengchun
    SYNTHESIS-STUTTGART, 2022, 54 (21): : 4773 - 4783
  • [33] Cobalt/Salox-Catalyzed Enantioselective C-H Functionalization of Arylphosphinamides
    Yao, Qi-Jun
    Chen, Jia-Hao
    Song, Hong
    Huang, Fan-Rui
    Shi, Bing-Feng
    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2022, 61 (25)
  • [34] Current Mechanistic Understanding of Cobalt-Catalyzed C-H Functionalization
    Planas, Oriol
    Chirila, Paula G.
    Whiteoak, Christopher J.
    Ribas, Xavi
    ADVANCES IN ORGANOMETALLIC CHEMISTRY, VOL 69, 2018, 69 : 209 - 282
  • [35] Iron-Catalyzed C-H Alkylation of Heterocyclic C-H Bonds
    Babu, Kaki Raveendra
    Zhu, Nengbo
    Bao, Hongli
    ORGANIC LETTERS, 2017, 19 (01) : 46 - 49
  • [36] Nickel-Catalyzed C-H Bond Functionalization of Azoles and Indoles
    Jagtap, Rahul A.
    Punji, Benudhar
    CHEMICAL RECORD, 2021, 21 (12) : 3573 - 3588
  • [37] High-Valent-Cobalt-Catalyzed C-H Functionalization Based on Concerted Metalation-Deprotonation and Single-Electron-Transfer Mechanisms
    Wei, Donghui
    Zhu, Xinju
    Niu, Jun-Long
    Song, Mao-Ping
    CHEMCATCHEM, 2016, 8 (07) : 1242 - 1263
  • [38] Direct C-H Functionalization of Enamides and Enecarbamates by Using Visible-Light Photoredox Catalysis
    Jiang, Heng
    Huang, Chengmei
    Guo, Jiajia
    Zeng, Chuanqi
    Zhang, Yan
    Yu, Shouyun
    CHEMISTRY-A EUROPEAN JOURNAL, 2012, 18 (47) : 15158 - 15166
  • [39] Nickel complexes for catalytic C-H bond functionalization
    Johnson, S. A.
    DALTON TRANSACTIONS, 2015, 44 (24) : 10905 - 10913
  • [40] Functionalization of Olefinic C-H Bonds by an Aryl-to-Vinyl 1,4-Nickel Migration/Reductive Coupling Sequence
    Yang, Jingjie
    Gui, Zhuofan
    He, Yuli
    Zhu, Shaolin
    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2023, 62 (28)