Iron-catalyzed C-H/N-H activation by triazole guidance: versatile alkyne annulation

被引:50
|
作者
Cera, G. [1 ]
Haven, T. [1 ]
Ackermann, L. [1 ]
机构
[1] Georg August Univ, Inst Organ & Biomol Chem, Tammannstr 2, D-37077 Gottingen, Germany
基金
欧洲研究理事会;
关键词
BOND ACTIVATION; DIRECTING GROUP; OXIDATIVE CYCLOADDITION; DIRECT ARYLATIONS; ACID-DERIVATIVES; AROMATIC AMIDES; FUNCTIONALIZATION; BENZAMIDES; ISOQUINOLONE; ALKENES;
D O I
10.1039/c7cc03376a
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Iron-catalyzed C-H/N-H functionalizations were achieved by the aid of modular triazole amides. The alkyne annulation allowed for the expedient synthesis of valuable isoquinolone scaffolds with high levels of chemo-, site- and regio-selectivities.
引用
收藏
页码:6460 / 6463
页数:4
相关论文
共 50 条
  • [21] Expedient Iron-Catalyzed C-H Allylation/ Alkylation by Triazole Assistance with Ample Scope
    Cera, Gianpiero
    Haven, Tobias
    Ackermann, Lutz
    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2016, 55 (04) : 1484 - 1488
  • [22] Palladium-Catalyzed Oxidative Cycloaddition through C-H/N-H Activation: Access to Benzazepines
    Wang, Lei
    Huang, Jiayao
    Peng, Shiyong
    Liu, Hui
    Jiang, Xuefeng
    Wang, Jian
    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2013, 52 (06) : 1768 - 1772
  • [23] Computational and experimental studies on copper-mediated selective cascade C-H/N-H annulation of electron-deficient acrylamide with arynes
    Chen, Chao
    Hao, Yu
    Zhang, Ting-Yu
    Pan, Jin-Long
    Ding, Jun
    Xiang, Heng-Ye
    Wang, Man
    Ding, Tong-Mei
    Duan, Abing
    Zhang, Shu-Yu
    CHEMICAL COMMUNICATIONS, 2019, 55 (06) : 755 - 758
  • [24] Cupraelectro-Catalyzed Alkyne Annulation: Evidence for Distinct C-H Alkynylation and Decarboxylative C-H/C-C Manifolds
    Tian, Cong
    Dhawa, Uttam
    Scheremetjew, Alexej
    Ackermann, Lutz
    ACS CATALYSIS, 2019, 9 (09): : 7690 - 7696
  • [25] Recent Advances in Ruthenium(II)-Catalyzed C-H Bond Activation and Alkyne Annulation Reactions
    Duarah, G.
    Kaishap, P. P.
    Begum, T.
    Gogoi, S.
    ADVANCED SYNTHESIS & CATALYSIS, 2019, 361 (04) : 654 - 672
  • [26] N-Sulfonylcarboxamide as an Oxidizing Directing Group for Ruthenium-Catalyzed C-H Activation/Annulation
    Petrova, Elina
    Rasina, Dace
    Jirgensons, Aigars
    EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2017, 2017 (13) : 1773 - 1779
  • [27] Chelation-Assisted Nickel-Catalyzed Oxidative Annulation via Double C-H Activation/Alkyne Insertion Reaction
    Castro, Luis C. Misal
    Obata, Atsushi
    Aihara, Yoshinori
    Chatani, Naoto
    CHEMISTRY-A EUROPEAN JOURNAL, 2016, 22 (04) : 1362 - 1367
  • [28] Iron-Carbonyl-Catalyzed Redox-Neutral [4+2] Annulation of N-H Imines and Internal Alkynes by C-H Bond Activation
    Jia, Teng
    Zhao, Chongyang
    He, Ruoyu
    Chen, Hui
    Wang, Congyang
    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2016, 55 (17) : 5268 - 5271
  • [29] Photoinduced iron-catalyzed C-H alkylation of polyolefins
    Zhang, Zongnan
    Zhang, Yanfeng
    Zeng, Rong
    CHEMICAL SCIENCE, 2023, 14 (35) : 9374 - 9379
  • [30] Iron-Catalyzed Intramolecular Allylic C-H Amination
    Paradine, Shauna M.
    White, M. Christina
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2012, 134 (04) : 2036 - 2039