Cooperative Lewis Acid/Cp*CoIII Catalyzed C-H Bond Activation for the Synthesis of Isoquinolin-3-ones

被引:165
|
作者
Kim, Ju Hyun [1 ]
Gressies, Steffen [1 ]
Glorius, Frank [1 ]
机构
[1] Univ Munster, Inst Organ Chem, Corrensstr 40, D-48149 Munster, Germany
关键词
carbenes; C-H activation; cobalt; cooperative catalysis; isoquinolinones; ONE-POT SYNTHESIS; SELECTIVE ALKENYLATION; OXIDATIVE ANNULATION; AROMATIC KETIMINES; ARYLZINC REAGENTS; ALKYNES; IMINES; ROUTE; DERIVATIVES; AMIDATION;
D O I
10.1002/anie.201601003
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A facile route toward the synthesis of isoquinolin-3-ones through a cooperative B(C6F5)(3)- and Cp*Co-III-catalyzed C-H bond activation of imines with diazo compounds is presented. The inclusion of a catalytic amount of B(C6F5)(3) results in a highly efficient reaction, thus enabling unstable NH imines to serve as substrates.
引用
收藏
页码:5577 / 5581
页数:5
相关论文
共 50 条
  • [21] Lewis Acid-Catalyzed C-H Functionalization for Synthesis of Isoindolinones and Isoindolines
    Qian, Bo
    Guo, Shengmei
    Xia, Chungu
    Huang, Hanmin
    ADVANCED SYNTHESIS & CATALYSIS, 2010, 352 (18) : 3195 - 3200
  • [22] Iron-Catalyzed C-H Bond Activation
    Shang, Rui
    Ilies, Laurean
    Nakamura, Eiichi
    CHEMICAL REVIEWS, 2017, 117 (13) : 9086 - 9139
  • [23] Copper catalyzed synthesis of carbamates by direct C-H bond activation of formamides
    Barve, Balaji D.
    Wu, Yang-Chang
    El-Shazly, Mohamed
    Chuang, Da-Wei
    Korinek, Michal
    Wang, Jeh-Jeng
    Chang, Fang-Rong
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2014, 247
  • [24] A reaction for sp3-sp3 C-C bond formation via cooperation of Lewis acid-promoted/Rh-catalyzed C-H bond activation
    Shi, L
    Tu, YQ
    Wang, M
    Zhang, FM
    Fan, CA
    Zhao, YM
    Xia, WJ
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2005, 127 (31) : 10836 - 10837
  • [25] Cp*CoIII-Catalyzed C-H Alkenylation/Annulation to Afford Spiro Indenyl Benzosultam
    Liu, Hui
    Li, Jie
    Xiong, Miao
    Jiang, Jijun
    Wang, Jun
    JOURNAL OF ORGANIC CHEMISTRY, 2016, 81 (14): : 6093 - 6099
  • [26] Lewis Superacidic Catecholato Phosphonium Ions: Phosphorus-Ligand Cooperative C-H Bond Activation
    Roth, Daniel
    Stirn, Judith
    Stephan, Douglas W.
    Greb, Lutz
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2021, 143 (38) : 15845 - 15851
  • [27] Lewis Acid Catalyzed Benzylic C-H Bond Functionalization of Azaarenes; Addition to Imines and Enones
    Komai, Hirotomo
    Yoshino, Tatsuhiko
    Matsunaga, Shigeki
    Kanai, Motomu
    SYNTHESIS-STUTTGART, 2012, 44 (14): : 2185 - 2194
  • [28] Dehydrative Cp*Co(III)-Catalyzed C-H Bond Allenylation
    Sen, Malay
    Dahiya, Pardeep
    Premkumar, J. Richard
    Sundararaju, Basker
    ORGANIC LETTERS, 2017, 19 (14) : 3699 - 3702
  • [29] Rhenium-catalyzed synthesis of indene derivatives via C-H bond activation
    Kuninobu, Yoichiro
    Nishina, Yuta
    Kawata, Atsushi
    Shouho, Makoto
    Takai, Kazuhiko
    PURE AND APPLIED CHEMISTRY, 2008, 80 (05) : 1149 - 1154
  • [30] Diastereoselective synthesis of tetrahydropyridines via rhodium-catalyzed C-H bond activation
    Lu, Colin
    Duttwyler, Simon
    Ellman, Jonathan
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2012, 244