Iridium-Catalyzed Reactions of Trifluoromethylated Compounds with Alkenes: A Csp3-H Bond Activation α to the Trifluoromethyl Group

被引：39
|
作者：
Guo, Yong [1 ]
Zhao, Xiaming [1 ]
Zhang, Dazhi [1 ]
Murahashi, Shun-Ichi [1 ]
机构：
[1] Okayama Univ Sci, Dept Chem, Okayama 7000005, Japan
来源：
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2009年 / 48卷 / 11期
关键词：
alkenes; C H activation; fluorides; iridium; ruthenium; C-F BONDS; CROSS-COUPLING REACTION; GRIGNARD-REAGENTS; NUCLEOPHILIC TRIFLUOROMETHYLATION; PERFLUOROALKYL-COMPLEXES; FLUOROALKYL-COMPLEXES; ELECTRONIC-PROPERTIES; HYDRIDE COMPLEXES; ARYL FLUORIDES; LEWIS-ACID;
D O I：
10.1002/anie.200805852
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
(Chemical Equation Presented) Catalytic convenience: The use of iridium or ruthenium catalysts for Csp3-H bond activation has led to the addition reaction of trifluoromethylated compounds to alkenes (see scheme). This atom-economical reaction occurs under neutral reaction conditions and without the formation of undesired defluorinated byproducts, even at high temperature. © 2009 Wiley-VCH Verlag GmbH & Co. KGaA.
引用
收藏
页码：2047 / 2049
页数：3
相关论文
共 50 条
  • [1] Iridium-Catalyzed Reactions of Trifluoromethylated Compounds with Alkenes: A Csp3-H Bond Activation α to the Trifluoromethyl Group (vol 48, pg 2047, 2009)
    Zhao, Xiaoming
    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2009, 48 (25) : 4467 - 4467
  • [2] Iridium-Catalyzed Csp3-H Activation for Mild and Selective Hydrogen Isotope Exchange
    Kerr, William J.
    Mudd, Richard J.
    Reid, Marc
    Atzrodt, Jens
    Derdau, Volker
    ACS CATALYSIS, 2018, 8 (11): : 10895 - 10900
  • [3] Iridium(III)-Catalyzed Regioselective Intermolecular Unactivated Secondary Csp3-H Bond Amidation
    Xiao, Xinsheng
    Hou, Cheng
    Zhang, Zhenhui
    Ke, Zhuofeng
    Lan, Jianyong
    Jiang, Huanfeng
    Zeng, Wei
    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2016, 55 (39) : 11897 - 11901
  • [4] Lewis acid-catalyzed Csp3-H functionalization of methyl azaarenes with α-trifluoromethyl carbonyl compounds
    Graves, Vincent B.
    Shaikh, Abid
    TETRAHEDRON LETTERS, 2013, 54 (07) : 695 - 698
  • [5] Iridium-Catalyzed Enantioselective Hydroarylation of Alkenes through C-H bond Activation: Experiment and Computation
    Shinde, Valmik S.
    Mane, Manoj V.
    Cavallo, Luigi
    Rueping, Magnus
    CHEMISTRY-A EUROPEAN JOURNAL, 2020, 26 (37) : 8308 - 8313
  • [6] Iridium-Catalyzed Hydroarylation via C-H Bond Activation
    Nishimura, Takahiro
    CHEMICAL RECORD, 2021, 21 (12): : 3532 - 3545
  • [7] α-Csp3-H Bond Functionalization of Simple Ethers in Radical Reactions
    Feng, Yanping
    Ye, Xiajuan
    Huang, Dayun
    Guo, Sheng-Rong
    SYNTHESIS-STUTTGART, 2022, 54 (02): : 315 - 333
  • [8] Advances in platinum-catalyzed Csp3-H oxidation reactions
    Lalloo, Naish
    Sanford, Melanie
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2019, 257
  • [9] Csp3-Csp3 and Csp3-H Bond Activation of 1,1-Disubstituted Cyclopentane
    Mukai, Chisato
    Ohta, Yuu
    Oura, Yuki
    Kawaguchi, Yasuaki
    Inagaki, Fuyuhiko
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2012, 134 (48) : 19580 - 19583
  • [10] Metal triflate and solid acid-catalyzed Csp3-H functionalization of methyl azaarenes with α-trifluoromethyl carbonyl compounds
    Heimberger, Julia
    Shaikh, Abid
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2013, 245
12345