Catalyst controlled remote C-H activation of 8-aminoquinolines with NFSI for C-N versus C-F coupling

被引:4
|
作者
Zheng, Kai [1 ]
Zhou, Enmu [1 ]
Zhang, Letian [1 ]
Zhang, Lixi [1 ]
Yu, Wenbo [2 ]
Xu, Hao [1 ]
Shen, Chao [1 ]
机构
[1] Zhejiang Shuren Univ, Coll Biol & Environm Engn, Hangzhou 310015, Peoples R China
[2] Hangzhou Vocat & Tech Coll, Linjiang Coll, Hangzhou 310018, Peoples R China
基金
中国国家自然科学基金;
关键词
Catalyst controlled; C-N coupling; C-F coupling; Quinoline; Heterogeneous; AMINATION; ALKENYLATION; FLUORINATION; QUINOLINES;
D O I
10.1016/j.catcom.2021.106336
中图分类号
O64 [物理化学(理论化学)、化学物理学];
学科分类号
070304 ; 081704 ;
摘要
A catalyst-controlled selective functionalization of 8-aminoquinolines with N-fluorobenzenesulfonimide (NFSI) has been developed. The use of GTP-Cu catalysts leads to C-N coupling products and whereas the C-F coupling reaction is dominant for GPT-Ni catalysis. Importantly, the GPT-Cu and GPT-Ni catalysts exhibit good catalytic activity and selectivity for C-N or C-F coupling reaction. In addition, it was found that both catalysts still have good activity for coupling reaction after fifth recycle experiment.
引用
收藏
页数:8
相关论文
共 50 条
  • [31] C-H and C-F bond activation reactions of pentafluorostyrene at rhodium complexes
    Xu, Conghui
    Talavera, Maria
    Sander, Stefan
    Braun, Thomas
    DALTON TRANSACTIONS, 2019, 48 (43) : 16258 - 16267
  • [32] An efficient nickel/silver co-catalyzed remote C-H amination of 8-aminoquinolines with azodicarboxylates at room temperature
    Zhao, Ruinan
    Yang, Yaocheng
    Wang, Xia
    Ren, Peng
    Zhang, Qian
    Li, Dong
    RSC ADVANCES, 2018, 8 (65): : 37064 - 37068
  • [33] Ligand mediated C-F, C-C, and C-H bond activation in cobaltocene complexes
    Bennett, BK
    Richmond, TG
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 1997, 213 : 160 - INOR
  • [34] Facile C-H, C-F, C-CI, and C-C Activation by Oxatitanacyclobutene Complexes
    Nguyen, Trang T.
    Bertke, Jeffery A.
    Gray, Danielle L.
    Hull, Kami L.
    ORGANOMETALLICS, 2015, 34 (17) : 4190 - 4193
  • [35] Synthesis of C-C and C-N bonds via oxidative C-H activation
    DeBoef, Brenton
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2013, 245
  • [36] Gas-phase reactivity of lanthanide cations with fluorocarbons: C-F versus C-H and C-C bond activation
    Cornehl, HH
    Hornung, G
    Schwarz, H
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1996, 118 (41) : 9960 - 9965
  • [37] The selective activation of a C-F bond with an auxiliary strong Lewis acid: a method to change the activation preference of C-F and C-H bonds
    Wang L.
    Sun H.
    Li X.
    Fuhr O.
    Fenske D.
    Li, Xiaoyan (xli63@sdu.edu.cn), 1600, Royal Society of Chemistry (45): : 18133 - 18141
  • [38] Chemodivergent Nickel(0)-Catalyzed Arene C-F Activation with Alkynes: Uriprecedented C-F/C-H Double Insertion
    Capdevila, Lorena
    Meyer, Tjark H.
    Roldan-Gomez, Steven
    Luis, Josep M.
    Ackerrnann, Lutz
    Ribas, Xavi
    ACS CATALYSIS, 2019, 9 (12) : 11074 - 11081
  • [39] Synthesis of C-C and C-N bonds via oxidative C-H activation
    DeBoef, Brenton
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2015, 250
  • [40] The selective activation of a C-F bond with an auxiliary strong Lewis acid: a method to change the activation preference of C-F and C-H bonds
    Wang, Lin
    Sun, Hongjian
    Li, Xiaoyan
    Fuhr, Olaf
    Fenske, Dieter
    DALTON TRANSACTIONS, 2016, 45 (45) : 18133 - 18141