C-C bond formation via double C-H functionalization: Aerobic oxidative coupling as a method for synthesizing heterocoupled biaryls

被引:425
|
作者
Dwight, Timothy A. [1 ]
Rue, Nicholas R. [1 ]
Charyk, Dagmara [1 ]
Josselyn, Ryan [1 ]
DeBoef, Brenton [1 ]
机构
[1] Univ Rhode Isl, Dept Chem, Kingston, RI 02881 USA
关键词
D O I
10.1021/ol071308z
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
[GRAPHICS] The aerobic oxidative coupling of arenes such as benzofuran and N-substituted indoles with benzene and derivatives thereof is described. The reaction is shown to take place in both inter- and intramolecular scenarios.
引用
收藏
页码:3137 / 3139
页数:3
相关论文
共 50 条
  • [1] ORGN 342-C-C bond formation via double C-H functionalization: Aerobic oxidative coupling as a method for synthesizing bisarenes
    DeBoef, Brenton
    Dwight, Timothy A.
    Rue, Nicholas R.
    Charyk, Dagmara
    Josselyn, Ryan
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2007, 234
  • [2] C-C Bond formation via double C-H functionalization
    DeBoef, Brenton
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2009, 238
  • [3] C-C Bond formation via double C-H functionalization
    DeBoef, Brenton
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2010, 240
  • [4] Metal-Free Oxidative C-C Bond Formation through C-H Bond Functionalization
    Narayan, Rishikesh
    Matcha, Kiran
    Antonchick, Andrey P.
    CHEMISTRY-A EUROPEAN JOURNAL, 2015, 21 (42) : 14678 - 14693
  • [5] Aerobic oxidative C-C bond formation through C-H bond activation catalysed by flavin and iodine
    Miyake, Hazuki
    Ishige, Nico
    Okai, Hayaki
    Iida, Hiroki
    ORGANIC & BIOMOLECULAR CHEMISTRY, 2024, 22 (37) : 7736 - 7742
  • [6] Recent advancements in metal-free C-C bond formation via C-H bond functionalization
    Sikder, Ankita
    Sengupta, Jhimli
    ORGANIC & BIOMOLECULAR CHEMISTRY, 2025, 23 (11) : 2539 - 2571
  • [7] Biocatalytic Enantioselective Oxidative C-C Coupling by Aerobic C-H Activation
    Schrittwieser, Joerg H.
    Resch, Verena
    Sattler, Johann H.
    Lienhart, Wolf-Dieter
    Durchschein, Katharina
    Winkler, Andreas
    Gruber, Karl
    Macheroux, Peter
    Kroutil, Wolfgang
    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2011, 50 (05) : 1068 - 1071
  • [8] Rh(III)-Catalyzed Double C-H Functionalization of Indoles with Cyclopropenones via Sequential C-H/C-C/C-H Bond Activation
    Zhang, Yan-Bo
    Li, Bin-Shi
    Xu, Guo-Jie
    Sun, Wei
    Sun, Meng
    ORGANIC LETTERS, 2023, 25 (21) : 3922 - 3926
  • [9] Double C-H Activation for the C-C Bond Formation Reactions
    Liu, Jialin
    Xiong, Xiaoyu
    Chen, Jie
    Wang, Yuntao
    Zhu, Ranran
    Huang, Jianhui
    CURRENT ORGANIC SYNTHESIS, 2018, 15 (07) : 882 - 903
  • [10] Recent Advances on Copper-Catalyzed C-C Bond Formation via C-H Functionalization
    Almasalma, Ahmad A.
    Mejia, Esteban
    SYNTHESIS-STUTTGART, 2020, 52 (18): : 2613 - 2622