Highly efficient BrOnsted acid and Lewis acid catalysis systems for the Friedlander Quinoline synthesis

被引：13
|
作者：
Zhou, Xiao-Yu [1 ]
Chen, Xia [1 ]
Wang, Liang-Guang [2 ]
机构：
[1] Liupanshui Normal Univ, Sch Chem & Mat Engn, Liupanshui 553004, Peoples R China
[2] Anshun Univ, Coll Chem & Chem Engn, Anshun, Peoples R China
来源：
SYNTHETIC COMMUNICATIONS | 2018年 / 48卷 / 07期
关键词：
BrOnsted acid; catalysis; Friedlander; Lewis acid; Quinoline; ONE-POT SYNTHESIS; ONE-STEP SYNTHESIS; POLYSUBSTITUTED QUINOLINES; REGIOSELECTIVE SYNTHESIS; SUBSTITUTED QUINOLINES; PFITZINGER REACTION; DERIVATIVES; CYCLIZATION; DISCOVERY; INHIBITORS;
D O I：
10.1080/00397911.2018.1428346
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
The efficient and green BrOnsted acid or Lewis acid catalysis systems for the Friedlander synthesis of 2,3,4-trisubstituted quinolines from the condensation of 2-aminoarylketones and -ketoesters/ketones had been developed. The results confirmed that 4-toluenesulfonic acid, magnesium chloride, and cupric nitrate were the desired catalyst independently. This protocol had the advantages of mild conditions, operational simplicity, and excellent yields. [GRAPHICS]
引用
收藏
页码：830 / 837
页数：8
相关论文
共 50 条
  • [41] Bronsted acid catalysis of photosensitized cycloadditions
    Sherbrook, Evan M.
    Jung, Hoimin
    Cho, Dasol
    Baik, My-Hyun
    Yoon, Tehshik P.
    CHEMICAL SCIENCE, 2020, 11 (03) : 856 - 861
  • [42] Iodoimidazolinium-Catalyzed Reduction of Quinoline by Hantzsch Ester: Halogen Bond or Bronsted Acid Catalysis
    Ser, Cher Tian
    Yang, Hui
    Wong, Ming Wah
    JOURNAL OF ORGANIC CHEMISTRY, 2019, 84 (16): : 10338 - 10348
  • [43] Synthesis of organoaluminum chalcogenides and their applications in Lewis acid catalysis
    Ding, Yi
    Ma, Xiaoli
    Liu, Yashuai
    Liu, Wenqing
    Ni, Congjian
    Yan, Ben
    Yan, Li
    Yang, Zhi
    INORGANICA CHIMICA ACTA, 2019, 497
  • [44] Enantioselective heterogeneous Bronsted acid catalysis
    Mutyala, Anil Kumar
    Patil, Nitin T.
    ORGANIC CHEMISTRY FRONTIERS, 2014, 1 (05): : 582 - 586
  • [45] A mild and highly efficient Friedlander synthesis of quinolines in the presence of heterogeneous solid acid nano-catalyst
    Teimouri, Abbas
    Chermahini, Alireza Najafi
    ARABIAN JOURNAL OF CHEMISTRY, 2016, 9 : S433 - S439
  • [46] Synergy between Bronsted acid sites and Lewis acid sites
    Telalovic, Selvedin
    Ng, Jeck Fei
    Maheswari, Rajamanickam
    Ramanathan, Anand
    Chuah, Gaik Khuan
    Hanefeld, Ulf
    CHEMICAL COMMUNICATIONS, 2008, (38) : 4631 - 4633
  • [47] Tartaric acid-zinc nitrate as an efficient Bronsted acid-assisted Lewis acid catalyst for the Mannich reaction
    Dong, Hao
    Liu, Qing
    Tian, Yuanyu
    Qiao, Yingyun
    JOURNAL OF CHEMICAL RESEARCH, 2018, (09) : 463 - 466
  • [48] LEWIS ACID ASSISTED BROMINATION OF QUINOLINE
    LOKHOV, RY
    GIGOLAYEVA, ND
    GUSALOVA, EG
    AVEZOV, M
    KHIMIYA GETEROTSIKLICHESKIKH SOEDINENII, 1985, (04): : 548 - 550
  • [49] Rapid and Efficient Microwave-Assisted Friedlander Quinoline Synthesis
    Bailey, Helen V.
    Mahon, Mary F.
    Vicker, Nigel
    Potter, Barry V. L.
    CHEMISTRYOPEN, 2020, 9 (11) : 1113 - 1122
  • [50] Ultrastabilization of Zeolite Y Transforms Bronsted-Bronsted Acid Pairs into Bronsted-Lewis Acid Pairs
    Schroeder, Christian
    Hansen, Michael Ryan
    Koller, Hubert
    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2018, 57 (43) : 14281 - 14285
12345