The thiolation of pentafluorobenzene with disulfides by C-H, C-F bond activation and C-S bond formation

被引：16
|
作者：
Liu, Zijian [1 ]
Ouyang, Kunbing [1 ]
Yang, Nianfa [1 ]
机构：
[1] Xiangtan Univ, Key Lab Environmentally Friendly Chem & Applicat, Key Lab Green Organ Synth & Applicat Hunan Prov, Minist Educ,Coll Chem, Xiangtan 411105, Peoples R China
来源：
ORGANIC & BIOMOLECULAR CHEMISTRY | 2018年 / 16卷 / 06期
基金：
美国国家科学基金会;
关键词：
MEDICINAL CHEMISTRY; FLUORINE; PHARMACEUTICALS; SUBSTITUTION; BEARING; AGENTS;
D O I：
10.1039/c7ob02836a
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
A metal-free thiolation reaction between pentafluorobenzene and disulfides by C-H, C-F bond activation and C-S bond formation is reported. Bisthiolated tetrafluorobenzene derivatives would be prepared in moderate to good yields from pentafluorobenzene and disulfides under mild conditions. A possible mechanism for the reaction was given.
引用
收藏
页码：988 / 992
页数：5
相关论文
共 50 条
  • [1] Copper-Catalyzed Direct Thiolation of Pentafluorobenzene with Diaryl Disulfides or Aryl Thiols by C-H and C-F Bond Activation
    Yu, Chuanming
    Zhang, Cuiling
    Shi, Xiangjun
    [J]. EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2012, 2012 (10) : 1953 - 1959
  • [2] Double C-F/C-H bond activation
    不详
    [J]. CHEMICAL & ENGINEERING NEWS, 2006, 84 (05) : 36 - 36
  • [3] Regioselective Thiolation of Arenes and Heteroarenes: C-H Functionalization Strategy for C-S Bond Formation
    Varun, Begur Vasanthkumar
    Prabhu, Kandikere Ramaiah
    [J]. JOURNAL OF ORGANIC CHEMISTRY, 2014, 79 (20): : 9655 - 9668
  • [4] Catalytic C-H and C-S Bond Activation of Thiophenes
    Li, Jing
    Huang, Huanan
    Liang, Weihong
    Gao, Qun
    Duan, Zheng
    [J]. ORGANIC LETTERS, 2013, 15 (02) : 282 - 285
  • [5] Selectivity of C-H Activation and Competition between C-H and C-F Bond Activation at Fluorocarbons
    Eisenstein, Odile
    Milani, Jessica
    Perutz, Robin N.
    [J]. CHEMICAL REVIEWS, 2017, 117 (13) : 8710 - 8753
  • [6] Interaction of a C-F Bond with the π-System of a C=C Bond or "Head On" with a Proximate C-H Bond
    Scerba, Michael T.
    Bloom, Steven
    Haselton, Nathan
    Siegler, Maxime
    Jaffe, Jake
    Lectka, Thomas
    [J]. JOURNAL OF ORGANIC CHEMISTRY, 2012, 77 (03): : 1605 - 1609
  • [7] Palladium-Catalyzed C-F Bond Formation via Directed C-H Activation
    Li, Yan
    Wu, Yun
    Li, Guang-Shui
    Wang, Xi-Sheng
    [J]. ADVANCED SYNTHESIS & CATALYSIS, 2014, 356 (07) : 1412 - 1418
  • [8] C-H and C-F bond activation reactions of pentafluorostyrene at rhodium complexes
    Xu, Conghui
    Talavera, Maria
    Sander, Stefan
    Braun, Thomas
    [J]. DALTON TRANSACTIONS, 2019, 48 (43) : 16258 - 16267
  • [9] Recent advances in C-S bond formation via C-H bond functionalization and decarboxylation
    Shen, Chao
    Zhang, Pengfei
    Sun, Qiang
    Bai, Shiqiang
    Hor, T. S. Andy
    Liu, Xiaogang
    [J]. CHEMICAL SOCIETY REVIEWS, 2015, 44 (01) : 291 - 314
  • [10] Ligand mediated C-F, C-C, and C-H bond activation in cobaltocene complexes
    Bennett, BK
    Richmond, TG
    [J]. ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 1997, 213 : 160 - INOR
12345