Thiol Activation toward Selective Thiolation of Aromatic C-H Bond

被引:33
|
作者
Wang, Jing-Hao [1 ,2 ]
Lei, Tao [1 ,2 ]
Wu, Hao-Lin [1 ,2 ]
Nan, Xiao-Lei [1 ,2 ]
Li, Xu-Bing [1 ,2 ]
Chen, Bin [1 ,2 ]
Tung, Chen-Ho [1 ,2 ]
Wu, Li-Zhu [1 ,2 ]
机构
[1] Chinese Acad Sci, Tech Inst Phys & Chem, Key Lab Photochem Convers & Optoelect Mat, Beijing 100190, Peoples R China
[2] Univ Chinese Acad Sci, Sch Future Technol, Beijing 100049, Peoples R China
基金
中国国家自然科学基金;
关键词
ARYL HALIDES; DIRECT SELENATION; EFFICIENT; FUNCTIONALIZATION; CATALYST; SYSTEM; ELECTROCHEMISTRY; DISELENIDES; ACID;
D O I
10.1021/acs.orglett.0c01050
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Direct C-S bond coupling is an attractive way to construct aryl sulfur ether, a building block for a variety of biological active molecules. Herein, we disclose an effective model for regioselective thiolation of the aromatic C-H bond by thiol activation instead of arene activation. Strikingly, this method has been applied into anisole derivatives that are not available in the arene activation approach to forge a single thioether isomer with high reactivity.
引用
收藏
页码:3804 / 3809
页数:6
相关论文
共 50 条
  • [1] The thiolation of pentafluorobenzene with disulfides by C-H, C-F bond activation and C-S bond formation
    Liu, Zijian
    Ouyang, Kunbing
    Yang, Nianfa
    [J]. ORGANIC & BIOMOLECULAR CHEMISTRY, 2018, 16 (06) : 988 - 992
  • [2] Selective Aromatic C-F and C-H Bond Activation with Silylenes of Different Coordinate Silicon
    Jana, Anukul
    Samuel, Prinson P.
    Tavcar, Gaper
    Roesky, Herbert W.
    Schulzke, Carole
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2010, 132 (29) : 10164 - 10170
  • [3] Binuclear Aromatic C-H Bond Activation at a Dirhenium Site
    Adams, Richard D.
    Rassolov, Vitaly
    Wong, Yuen Onn
    [J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2016, 55 (04) : 1324 - 1327
  • [4] Toward a Selective Activation of Inert C-H Bonds
    Bim, Daniel
    Srnec, Martin
    [J]. CHEMICKE LISTY, 2018, 112 (10): : 648 - 654
  • [5] Pd/Norbornene: A Winning Combination for Selective Aromatic Functionalization via C-H Bond Activation
    Della Ca, Nicola
    Fontana, Marco
    Motti, Elena
    Catellani, Marta
    [J]. ACCOUNTS OF CHEMICAL RESEARCH, 2016, 49 (07) : 1389 - 1400
  • [6] A Supported Bismuth Halide Perovskite Photocatalyst for Selective Aliphatic and Aromatic C-H Bond Activation
    Dai, Yitao
    Poidevin, Corentin
    Ochoa-Hernandez, Cristina
    Auer, Alexander A.
    Tueysuez, Harun
    [J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2020, 59 (14) : 5788 - 5796
  • [7] Research Progress in the Construction of Aromatic C-N Bond from Activation of Aromatic C-H Bond
    Xu, Juan
    Wei, Zhen
    Li, Jiarong
    [J]. CHINESE JOURNAL OF ORGANIC CHEMISTRY, 2012, 32 (07) : 1208 - 1216
  • [8] Selective activation of methane C-H bond in the presence of methanol
    Xi, Yongjie
    Heyden, Andreas
    [J]. JOURNAL OF CATALYSIS, 2020, 386 : 12 - 18
  • [9] Annulation of aromatic Imines via directed C-H bond activation
    Thalji, RK
    Ahrendt, KA
    Bergman, RG
    Ellman, JA
    [J]. JOURNAL OF ORGANIC CHEMISTRY, 2005, 70 (17): : 6775 - 6781
  • [10] Steric promotion of aromatic C-H bond activation in primary benzylamines
    Dunina, VV
    Kuz'mina, LG
    Kazakova, MY
    Gorunova, ON
    Grishin, YK
    Kazakova, EI
    [J]. EUROPEAN JOURNAL OF INORGANIC CHEMISTRY, 1999, (06) : 1029 - 1039