Catalytic C–H bond silylation of aromatic heterocycles

被引:0
|
作者
Anton A Toutov
Wen-Bo Liu
Kerry N Betz
Brian M Stoltz
Robert H Grubbs
机构
[1] California Institute of Technology,Division of Chemistry and Chemical Engineering
来源
Nature Protocols | 2015年 / 10卷
关键词
D O I
暂无
中图分类号
学科分类号
摘要
Carbon-hydrogen bond functionalization is a desirable strategy for the selective derivatization of organic molecules. This protocol describes the direct silylation of aromatic heterocycles using an inexpensive and abundant catalyst: potassium tert-butoxide.
引用
收藏
页码:1897 / 1903
页数:6
相关论文
共 50 条
  • [21] A new chelation-assistance mode for a ruthenium-catalyzed silylation at the C-H bond in aromatic ring with hydrosilanes
    Kakiuchi, F
    Igi, K
    Matsumoto, M
    Hayamizu, T
    Chatani, N
    Murai, S
    CHEMISTRY LETTERS, 2002, (03) : 396 - 397
  • [22] Toward Ideal Arene Assembly: Catalytic C-H Bond Arylation of Aromatic Compounds
    Itami, Kenichiro
    JOURNAL OF SYNTHETIC ORGANIC CHEMISTRY JAPAN, 2010, 68 (11) : 1132 - 1141
  • [23] Organocatalytic C-H Bond Functionalizations for the Synthesis of Heterocycles
    Panda, Biswajit
    CURRENT ORGANOCATALYSIS, 2023, 10 (03) : 134 - 146
  • [24] Rapid assembly of heterocycles by C-H bond functionalization
    Ellman, Jonathan A.
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2014, 247
  • [25] Alkali Metal-Hydroxide-Catalyzed C(sp)-H Bond silylation
    Toutov, Anton A.
    Betz, Kerry N.
    Schuman, David P.
    Liu, Wen-Bo
    Fedorov, Alexey
    Stoltz, Brian M.
    Grubbs, Robert H.
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2017, 139 (04) : 1668 - 1674
  • [26] Mechanism of the Iridium-Catalyzed Silylation of Aromatic C-H Bonds
    Karmel, Caleb
    Hartwig, John F.
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2020, 142 (23) : 10494 - 10505
  • [27] The ruthenium-catalyzed silylation of aromatic C-H bonds with triethylsilane
    Kakiuchi, F
    Matsumoto, M
    Tsuchiya, K
    Igi, K
    Hayamizu, T
    Chatani, N
    Murai, S
    JOURNAL OF ORGANOMETALLIC CHEMISTRY, 2003, 686 (1-2) : 134 - 144
  • [28] Reversible C-H bond silylation with a neutral silicon Lewis acid
    Thorwart, Thaddaeus
    Greb, Lutz
    CHEMICAL SCIENCE, 2023, 14 (40) : 11237 - 11242
  • [29] Catalytic C?H Amination with Aromatic Amines
    Gephart, Raymond T., III
    Huang, Daria L.
    Aguila, Mae Joanne B.
    Schmidt, Graham
    Shahu, Andi
    Warren, Timothy H.
    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2012, 51 (26) : 6488 - 6492
  • [30] Chemo-reductive silylation of hypersilyl arenes - Unusual cleavage of an aromatic C=C double-bond
    Krempner, C.
    Reinke, H.
    Wustrack, R.
    INORGANIC CHEMISTRY COMMUNICATIONS, 2007, 10 (02) : 239 - 242