Metal-catalyzed reactions for the C(sp2)-N bond formation: achievements of recent years

被引：27
|
作者：
Beletskaya, Irina P. [1 ]
Averin, Alexei D. [1 ]
机构：
[1] Moscow MV Lomonosov State Univ, Dept Chem, Leninskie Gory 1,Stroenie 3, Moscow 119991, Russia
来源：
RUSSIAN CHEMICAL REVIEWS | 2021年 / 90卷 / 11期
关键词：
C-H AMINATION; BUCHWALD-HARTWIG AMINATION; CROSS-COUPLING REACTIONS; ADAMANTANE-CONTAINING AMINES; DIRECT OXIDATIVE AMINATION; EFFICIENT COPPER CATALYST; QUINOLINE N-OXIDES; ARYL HALIDES; ROOM-TEMPERATURE; CHAN-LAM;
D O I：
10.1070/RCR4999
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
The review deals with the main catalytic methods for the C(sp(2))-N bond formation, including Buchwald-Hartwig palladium-catalyzed amination of aryl and heteroaryl halides, renaissance of the Ullmann chemistry, i.e., the application of catalysis by copper complexes to form the carbon-nitrogen bond, and Chan-Lam reactions of (hetero)arylboronic acids with amines. Also, oxidative amination with C-H activation, which has been booming during the last decade, is addressed. Particular attention is paid to achievements in the application of heterogenized catalysts. The bibliography includes 350 references.
引用
收藏
页码：1359 / 1396
页数：39
相关论文
共 50 条
  • [31] Metal-catalyzed functionalization of sp3 C-H bond
    Yun, Sang Young
    Wang, Kung-Pern
    Mamidipalli, Phani
    Lee, Nam-Kyu
    Lee, Daesung
    [J]. ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2012, 244
  • [32] Recent Progress in Amination Enabled by Transition-Metal-Free C(sp2)-O/C(sp2)-S Bond Cleavage Strategy
    Lia, Shen-Huan
    Longa, Cheng-Yu
    Yang, Xin-Ge
    Wang, Xue-Qiang
    [J]. SYNTHESIS-STUTTGART, 2021, 53 (20): : 3716 - 3724
  • [33] Electrically Driven N(sp2)-C(sp2/3) Bond Cleavage of Sulfonamides
    Wetzel, Annica
    Jones, Alan M.
    [J]. ACS SUSTAINABLE CHEMISTRY & ENGINEERING, 2020, 8 (08) : 3487 - +
  • [34] A nickel/organoboron catalyzed metallaphotoredox platform for C(sp2)-P and C(sp2)-S bond construction
    Zhu, Yuan
    Zu, Weisai
    Tian, Qing
    Cao, Zifeng
    Wei, Yu
    Xu, Liang
    [J]. ORGANIC CHEMISTRY FRONTIERS, 2022, 9 (04) : 1070 - 1076
  • [35] Access to α- and β-Hydroxyamides and Ureas through Metal-Catalyzed C≡N Bond Hydration and Transfer Hydration Reactions
    Crochet, Pascale
    Cadierno, Victorio
    [J]. EUROPEAN JOURNAL OF INORGANIC CHEMISTRY, 2021, 2021 (32) : 3225 - 3238
  • [36] Exploiting the C-H bond in metal-catalyzed C-C bond-forming reactions
    Schnuerch, Michael
    [J]. ARKIVOC, 2015, : 212 - 243
  • [37] Organic Azides: Versatile Synthons in Transition Metal-Catalyzed C(sp2)-H Amination/Annulation for N-Heterocycle Synthesis
    Liu, Zi-Kui
    Zhao, Quan-Qing
    Gao, Yang
    Hou, Ye-Xing
    Hu, Xiao-Qiang
    [J]. ADVANCED SYNTHESIS & CATALYSIS, 2021, 363 (02) : 411 - 424
  • [38] Copper-Catalyzed Aerobic C(sp2)-H Functionalization for C-N Bond Formation: Synthesis of Pyrazoles and Indazoles
    Li, Xianwei
    He, Li
    Chen, Huoji
    Wu, Wanqing
    Jiang, Huanfeng
    [J]. JOURNAL OF ORGANIC CHEMISTRY, 2013, 78 (08): : 3636 - 3646
  • [39] Rhodium(iii)-catalyzed successive C(sp2)-H and C(sp2)-C(sp2) bond activation of aryl oximes: synthetic and mechanistic studies
    Li, Cheng
    Huang, Huawen
    Xiao, Fuhong
    Zhao, Bin
    Deng, Guo-Jun
    [J]. ORGANIC CHEMISTRY FRONTIERS, 2022, 9 (03): : 822 - 830
  • [40] Copper(I) catalyzed C(sp2)-N bond formation: synthesis of pyrrolo[3,2-c]quinolinone derivatives
    Zhang, Zhiguo
    Qian, Jingjing
    Zhang, Guisheng
    Ma, Nana
    Liu, Qingfeng
    Liu, Tongxin
    Sun, Kai
    Shi, Lei
    [J]. ORGANIC CHEMISTRY FRONTIERS, 2016, 3 (03): : 344 - 348
12345