Recent Advances in Transition-Metal-Catalyzed C-H Activation of Pyridone/Isoquinolones

被引:1
|
作者
Gong, Cheng [1 ]
Tang, Jian [1 ]
Xu, Fei [1 ]
Li, Pengjie [1 ]
Wang, Zetian [1 ]
Zhang, Yumin [1 ]
Yu, Guoxian [1 ]
Wang, Liang [1 ]
机构
[1] Jianghan Univ, Sch Optoelect Mat & Technol, Minist Educ, Key Lab Optoelect Chem Mat & Devices, Wuhan 430056, Peoples R China
基金
中国国家自然科学基金;
关键词
transition-metal-catalysis; pyridone; isoquinolone; C-H activation; 2-PYRIDONES; PYRIDONES; ALKYLATION; ARYLATION; FUNCTIONALIZATION; ALKENYLATION; HETEROARENES; HETEROCYCLES; ANNULATION; (HETERO)ARENES;
D O I
10.6023/cjoc202202017
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Pyridones/isoquinolones are a kind of important nitrogen-containing heterocyclic compounds, which have good biological activity and unique chemical properties, and play an important role in synthesis chemistry, functional materials, biomedicine and so on. Recently, transition-metal-catalyzed C-H activation has emerged as a more atom- and step-economical strategy for the construction of functionalized pyridones/isoquinolones, and it has attracted the attention of many organic chemists. Herein, the recent advances in transition-metal-catalyzed C-H activation of pyridone/isoquinolone derivatives are summarized according to the types of metal catalysis. An emphasis on the discussion of catalytic system, reaction mechanisms, substrate scopes and synthetic applications is also introduced. Finally, the limitations and development trend of this research field are analyzed and prospected.
引用
收藏
页码:1925 / 1949
页数:25
相关论文
共 81 条
  • [21] Rhodium-catalyzed C-H functionalization of heteroarenes using indoleBX hypervalent iodine reagents
    Grenet, Erwann
    Das, Ashis
    Caramenti, Paola
    Waser, Jerome
    [J]. BEILSTEIN JOURNAL OF ORGANIC CHEMISTRY, 2018, 14 : 1208 - 1214
  • [22] PYRIDINE-DIRECTED Rh-CATALYZED C6-SELECTIVE C-H ACETOXYLATION OF 2-PYRIDONES
    Hazra, Sunit
    Hirano, Koji
    Miura, Masahiro
    [J]. HETEROCYCLES, 2020, 101 (01) : 223 - 234
  • [23] Solvent-Controlled Rhodium-Catalyzed C6-Selective C-H Alkenylation and Alkylation of 2-Pyridones with Acrylates
    Hazra, Sunit
    Hirano, Koji
    Miura, Masahiro
    [J]. ASIAN JOURNAL OF ORGANIC CHEMISTRY, 2019, 8 (07) : 1097 - 1101
  • [24] Discovery of 2-(2-Oxo-1-phenyl-5-pyridin-2-yl-1,2-dihydropyridin-3-yl)benzonitrile (Perampanel): A Novel, Noncompetitive α-Amino-3-hydroxy-5-methyl-4-isoxazolepropanoic Acid (AMPA) Receptor Antagonist
    Hibi, Shigeki
    Ueno, Koshi
    Nagato, Satoshi
    Kawano, Koki
    Ito, Koichi
    Norimine, Yoshihiko
    Takenaka, Osamu
    Hanada, Takahisa
    Yonaga, Masahiro
    [J]. JOURNAL OF MEDICINAL CHEMISTRY, 2012, 55 (23) : 10584 - 10600
  • [25] A lesson for site-selective C-H functionalization on 2-pyridones: radical, organometallic, directing group and steric controls
    Hirano, Koji
    Miura, Masahiro
    [J]. CHEMICAL SCIENCE, 2018, 9 (01) : 22 - 32
  • [26] Inert C-H Bond Transformations Enabled by Organometallic Manganese Catalysis
    Hu, Yuanyuan
    Zhou, Bingwei
    Wang, Congyang
    [J]. ACCOUNTS OF CHEMICAL RESEARCH, 2018, 51 (03) : 816 - 827
  • [27] RhIII-Catalyzed C6-Selective Oxidative C-H/C-H Crosscoupling of 2-Pyridones with Thiophenes
    Huang, Gao
    Shan, Yujia
    Yu, Jin-Tao
    Pan, Changduo
    [J]. CHEMISTRY-A EUROPEAN JOURNAL, 2021, 27 (48) : 12294 - 12299
  • [28] ITAHARA T, 1984, SYNTHESIS-STUTTGART, P488
  • [29] 4-Hydroxy-2-pyridone alkaloids: Structures and synthetic approaches
    Jessen, Henning Jacob
    Gademann, Karl
    [J]. NATURAL PRODUCT REPORTS, 2010, 27 (08) : 1168 - 1185
  • [30] Discovery of Isoquinolinone Indole Acetic Acids as Antagonists of Chemoattractant Receptor Homologous Molecule Expressed on Th2 Cells (CRTH2) for the Treatment of Allergic Inflammatory Diseases
    Kaila, Neelu
    Follows, Bruce
    Leung, Louis
    Thomason, Jennifer
    Huang, Adrian
    Moretto, Alessandro
    Janz, Kristin
    Lowe, Michael
    Mansour, Tarek S.
    Hubeau, Cedric
    Page, Karen
    Morgan, Paul
    Fish, Susan
    Xu, Xin
    Williams, Cara
    Saiah, Eddine
    [J]. JOURNAL OF MEDICINAL CHEMISTRY, 2014, 57 (04) : 1299 - 1322