Palladium-Catalyzed Intermolecular Aminofluorination of Styrenes

被引：231
|
作者：
Qiu, Shuifa [1 ]
Xu, Tao [1 ]
Zhou, Juan [1 ]
Guo, Yinlong [1 ]
Liu, Guosheng [1 ]
机构：
[1] Chinese Acad Sci, State Key Lab Organometall Chem, Shanghai Mass Spectrometry Ctr, Shanghai 200032, Peoples R China
来源：
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 2010年 / 132卷 / 09期
关键词：
AEROBIC OXIDATIVE AMINATION; N-FLUOROBENZENESULFONIMIDE; BOND FORMATION; ALKENES; FLUORINATION; AMINOACETOXYLATION; DIAMINATION; COMPLEXES; FLUORIDE;
D O I：
10.1021/ja909716k
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
A novel palladium-catalyzed intermolecular aminofluorination of styrenes, with N-fluorobenzenesulfonimide (NFSI) functioning not only as a fluorinating reagent but also as an aminating reagent, has been developed. The reaction afforded vicinal fluoroamine products With very high regioselectivity. This transformation may involve fluoropalladation of styrene as a key step for C-F bond formation, The bidental nitrogen ligand is crucial to achieving the transformation successfully.
引用
收藏
页码：2856 / +
页数：4
相关论文
共 50 条
  • [1] Palladium-Catalyzed Intramolecular Aminofluorination of Styrenes
    Xu Tao
    Qiu Shuifa
    Liu Guosheng
    [J]. CHINESE JOURNAL OF CHEMISTRY, 2011, 29 (12) : 2785 - 2790
  • [2] Palladium-Catalyzed Oxidative Aminofluorination of Styrenes
    Zhu Haitao
    Liu Guosheng
    [J]. ACTA CHIMICA SINICA, 2012, 70 (23) : 2404 - 2407
  • [3] Asymmetric Palladium-Catalyzed Directed Intermolecular Fluoroarylation of Styrenes
    Talbot, Eric P. A.
    Fernandes, Talita de A.
    McKenna, Jeffrey M.
    Toste, F. Dean
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2014, 136 (11) : 4101 - 4104
  • [4] Palladium-catalyzed intermolecular fluoroesterification of styrenes: exploration and mechanistic insight
    Peng, Haihui
    Yuan, Zheliang
    Wang, Hao-yang
    Guo, Yin-long
    Liu, Guosheng
    [J]. CHEMICAL SCIENCE, 2013, 4 (08) : 3172 - 3178
  • [5] Palladium-Catalyzed Intramolecular Aminofluorination of Unactivated Alkenes
    Wu, Tao
    Yin, Guoyin
    Liu, Guosheng
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2009, 131 (45) : 16354 - +
  • [6] Palladium-Catalyzed Intramolecular Fluorooxylation of Styrenes
    Yuan, Zheliang
    Peng, Haihui
    Liu, Guosheng
    [J]. CHINESE JOURNAL OF CHEMISTRY, 2013, 31 (07) : 908 - 914
  • [7] Palladium-catalyzed multi components oxy-aminofluorination and aminofluorination of gem-difluoroalkenes
    Fen Wu
    Xin Li
    Junbiao Chang
    Dachang Bai
    [J]. Chinese Chemical Letters, 2024, 35 (02) : 448 - 453
  • [8] Palladium-Catalyzed Enantioselective Thiocarbonylation of Styrenes
    Wang, Xihong
    Wang, Bing
    Yin, Xuemei
    Yu, Wangzhi
    Liao, Yang
    Ye, Jialin
    Wang, Min
    Hu, Lianrui
    Liao, Jian
    [J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2019, 58 (35) : 12264 - 12270
  • [9] Palladium-catalyzed multi components oxy-aminofluorination and aminofluorination of gem-difluoroalkenes
    Wu, Fen
    Li, Xin
    Chang, Junbiao
    Bai, Dachang
    [J]. CHINESE CHEMICAL LETTERS, 2024, 35 (02)
  • [10] Regioselective palladium-catalyzed intramolecular oxidative aminofluorination of unactivated alkenes
    Wu, Tao
    Cheng, Jiashun
    Chen, Pinhong
    Liu, Guosheng
    [J]. CHEMICAL COMMUNICATIONS, 2013, 49 (77) : 8707 - 8709
12345