Electrochemical Trifluoromethylation of Thiophenols with Sodium Trifluoromethanesulfinate

被引:18
|
作者
Zhu, Xing-Xing [1 ]
Wang, Huai-Qin [1 ]
Li, Chen-Guang [1 ]
Xu, Xiao-Lan [2 ]
Xu, Jun [1 ]
Dai, Jian-Jun [1 ]
Xu, Hua-Jian [1 ]
机构
[1] Hefei Univ Technol, Sch Chem & Chem Engn, Anhui Prov Key Lab Adv Catalyt Mat & React Engn, Sch Food & Biol Engn, Hefei 230009, Peoples R China
[2] Anhui Med Univ, Sch Med Sci, Hefei 230032, Peoples R China
来源
JOURNAL OF ORGANIC CHEMISTRY | 2021年 / 86卷 / 22期
基金
中国国家自然科学基金; 国家重点研发计划;
关键词
ARYL BORONIC ACIDS; OXIDATIVE TRIFLUOROMETHYLTHIOLATION; MEDICINAL CHEMISTRY; SILVER(I) TRIFLUOROMETHANETHIOLATE; ORGANIC ELECTROSYNTHESIS; EFFICIENT SYNTHESIS; CATALYZED SYNTHESIS; FLUORINE; THIOLS; MILD;
D O I
10.1021/acs.joc.0c02659
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
We developed an electrochemical trifluoromethylation of thiophenols without the use of metal catalysts and oxidants. This reaction features mild reaction conditions, readily available substrate, as well as moderate to good yields. In addition, this protocol can be easily scaled up with moderate efficiency.
引用
收藏
页码:16114 / 16120
页数:7
相关论文
共 50 条
  • [41] Electrochemical synthesis of sulfinic esters from alcohols and thiophenols
    He, Yang
    Zhang, Jinli
    Xu, Liang
    Wei, Yu
    TETRAHEDRON LETTERS, 2020, 61 (12)
  • [42] A CONVENIENT TRIFLUOROMETHYLATION OF AROMATIC HALIDES WITH SODIUM TRIFLUOROACETATE
    MATSUI, K
    TOBITA, E
    ANDO, M
    KONDO, K
    CHEMISTRY LETTERS, 1981, (12) : 1719 - 1720
  • [43] Electrochemical trifluoromethylation of ethylene on various anode materials
    A. A. Krasil’nikov
    G. I. Kaurova
    V. A. Matalin
    N. V. Peganova
    Russian Journal of Applied Chemistry, 2009, 82 : 2127 - 2132
  • [44] Electrochemical trifluoromethylation of ethylene on various anode materials
    Krasil'nikov, A. A.
    Kaurova, G. I.
    Matalin, V. A.
    Peganova, N. V.
    RUSSIAN JOURNAL OF APPLIED CHEMISTRY, 2009, 82 (12) : 2127 - 2132
  • [45] ELECTROCHEMICAL OXY-TRIFLUOROMETHYLATION OF BUTYL ACRYLATE
    SATO, Y
    WATANABE, S
    UNEYAMA, K
    BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN, 1993, 66 (06) : 1840 - 1843
  • [46] Sodium trifluoroacetate: an efficient precursor for the trifluoromethylation of aldehydes
    Chang, Y
    Cai, C
    TETRAHEDRON LETTERS, 2005, 46 (18) : 3161 - 3164
  • [47] N-Trifluoromethylation of Nitrosoarenes with Sodium Triflinate
    van der Werf, Angela
    Hribersek, Matic
    Selander, Nicklas
    ORGANIC LETTERS, 2017, 19 (09) : 2374 - 2377
  • [48] 18F-Trifluoromethanesulfinate Enables Direct C-H 18F-Trifluoromethylation of Native Aromatic Residues in Peptides
    Kee, Choon Wee
    Tack, Osman
    Guibbal, Florian
    Wilson, Thomas C.
    Isenegger, Patrick G.
    Imiolek, Mateusz
    Verhoog, Stefan
    Tilby, Michael
    Boscutti, Giulia
    Ashworth, Sharon
    Chupin, Juliette
    Kashani, Roxana
    Poh, Adeline W. J.
    Sosabowski, Jane K.
    Macholl, Sven
    Plisson, Christophe
    Cornelissen, Bart
    Willis, Michael C.
    Passchier, Jan
    Davis, Benjamin G.
    Gouverneur, Veronique
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2020, 142 (03) : 1180 - 1185
  • [49] Electrochemical Oxidative Esterification of Thiophenols: Efficient Access to Sulfinic Esters
    Yang, Chun-Hui
    Wu, Cheng
    Zhang, Jun-Ming
    Tao, Xiang-Zhang
    Xu, Jun
    Dai, Jian-Jun
    Xu, Hua-Jian
    CURRENT ORGANIC SYNTHESIS, 2020, 17 (07) : 540 - 547
  • [50] Sodium trifluoromethanesulfinate-mediated photocatalytic aerobic oxidative esterification of aromatic aldehydes and alcohols
    Liu, Yong
    Zhu, Xianjin
    Zhang, Yue
    Yi, Zhengyi
    Yang, Xiaobo
    Fu, Hua
    ORGANIC & BIOMOLECULAR CHEMISTRY, 2024, 23 (01) : 183 - 187