AgF-Mediated Electrophilic Amination of Alkoxyarylsilanes with Azodicarboxylates

被引:3
|
作者
Zhang, Qian [1 ]
Deng, Shijun [1 ]
Li, Dong [1 ]
Shimokawa, Jun [2 ]
Yorimitsu, Hideki [2 ]
机构
[1] Hubei Univ Technol, Sch Mat & Chem Engn, New Mat & Green Mfg Talent Intro & Innovat Demons, Wuhan 430068, Peoples R China
[2] Kyoto Univ, Dept Chem, Grad Sch Sci, Sakyo Ku, Kyoto 6068502, Japan
关键词
amination; alkoxysilane; silver; azodicarboxylate; arylamine; CROSS-COUPLING REACTIONS; SIMPLE ETHERS; N-ARYLATION; COPPER; PICOLINAMIDES; ARENES; CARBON; ACIDS;
D O I
10.1002/asia.202101345
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A facile and efficient AgF-mediated electrophilic amination of alkoxyarylsilanes with azodicarboxylates was developed. The reaction proceeds in green solvent under simple and mild conditions to generate the corresponding aryl hydrazines. AgF acts both as a stoichiometric fluoride source and a reagent for transmetalation to the arylsilver intermediate that eventually reacts with azodicarboxylates to provide aryl hydrazines.
引用
收藏
页数:6
相关论文
共 50 条
  • [31] Iron-Mediated Electrophilic Amination of Organozinc Halides using Organic Azides
    Eisenvermittelte elektrophile Aminierung von Organozink-Halogeniden mit organischen Aziden
    Knochel, Paul (paul.knochel@cup.uni-muenchen.de), 1600, John Wiley and Sons Inc (132):
  • [32] Electrophilic amination of nucleophiles.
    Knight, JD
    Armstrong, A
    Jones, LH
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2004, 228 : U130 - U130
  • [33] Ruthenium chloride, a new and efficient catalyst for direct amination of arenes with azodicarboxylates
    Inamdar, Suleman M.
    More, Vinod K.
    Mandal, Sisir K.
    TETRAHEDRON LETTERS, 2013, 54 (06) : 530 - 532
  • [34] AgOAc-catalyzed asymmetric amination of glycine Schiff bases with azodicarboxylates
    Chen, Qing-An
    Zeng, Wei
    Zhou, Yong-Gui
    TETRAHEDRON LETTERS, 2009, 50 (49) : 6866 - 6868
  • [35] Direct Amination of Arenes with Azodicarboxylates Catalyzed by Bisulfate Salt/HFIP Association
    Tang, Ren-Jin
    Retailleau, Pascal
    Milcent, Thierry
    Crousse, Benoit
    ACS OMEGA, 2019, 4 (05): : 8960 - 8966
  • [36] Copper-Catalyzed Electrophilic Amination of Organolithiums Mediated by Recoverable Siloxane Transfer Agents
    Nguyen, Minh H.
    Smith, Amos B., III
    ORGANIC LETTERS, 2013, 15 (18) : 4872 - 4875
  • [37] Recent Advances in Electrophilic Amination Reactions
    Corpet, Martin
    Gosmini, Corinne
    SYNTHESIS-STUTTGART, 2014, 46 (17): : 2258 - 2271
  • [38] Electrophilic amination: New synthetic applications
    Greck, C
    Genet, JP
    SYNLETT, 1997, (07) : 741 - &
  • [39] New reagents for electrophilic amination.
    Armstrong, A
    Atkin, MA
    Swallow, S
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2000, 219 : U189 - U189
  • [40] 1-ALKYNYLAMINES BY ELECTROPHILIC AMINATION
    BOCHE, G
    BERNHEIM, M
    NIESSNER, M
    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1983, 22 (01): : 53 - 54