Harnessing Electricity in Dehydrogenative Coupling: Transition Metal-Free Synthesis of Quinoline Derivatives

被引:0
|
作者
Vageesh, M. [1 ]
Anand, Abhijeet [1 ]
Panja, Subir [2 ]
Dey, Raju [1 ]
机构
[1] Natl Inst Technol Calicut, Dept Chem, Kozhikode 673601, Kerala, India
[2] Indian Inst Technol, Dept Chem, Mumbai 400076, India
关键词
alcohol dehydrogenation; aryl/alkyl quinolines; electrolysis; room temperature; transition metal-free; CATALYZED ALPHA-ALKYLATION; GAMMA-AMINO-ALCOHOLS; KETONES; H-2; ACCESS;
D O I
10.1002/ejoc.202500316
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
An efficient strategy is demonstrated for the electrocatalytic synthesis of 2-aryl quinoline derivatives via an anodic dehydrogenation of 2-aminobenzyl alcohol molecules followed by condensation with carbonyl compounds at room temperature. The current protocol requires only electricity as the green oxidant, provides the desired products in good to excellent yield, and is compatible with a wide range of functional groups.
引用
收藏
页数:6
相关论文
共 50 条
  • [1] Metal-free Dehydrogenative Isoquinolone Synthesis
    Jin, Rongwei
    Patureau, Frederic W.
    CHEMCATCHEM, 2015, 7 (02) : 223 - 225
  • [2] Metal-free oxidative synthesis of benzimidazole compounds by dehydrogenative coupling of diamines and alcohols
    Hu, Jiaming
    Li, Mengjia
    Wan, Jing
    Sun, Jinnan
    Gao, Hu
    Zhang, Feng
    Zhang, Zhibing
    ORGANIC & BIOMOLECULAR CHEMISTRY, 2022, 20 (14) : 2852 - 2856
  • [3] Practical metal-free synthesis of chalcone derivatives via a tandem cross-dehydrogenative-coupling/elimination reaction
    Wei, Yu
    Tang, Jinghua
    Cong, Xuefeng
    Zeng, Xiaoming
    GREEN CHEMISTRY, 2013, 15 (11) : 3165 - 3169
  • [4] Transition Metal-Free Cross-Dehydrogenative Coupling Reaction of Coumarins with Acetonitrile or Acetone
    Zhang, Rongxing
    Jin, Shengzhou
    Liu, Qian
    Lin, Sen
    Yan, Zhaohua
    JOURNAL OF ORGANIC CHEMISTRY, 2018, 83 (21): : 13030 - 13035
  • [5] Metal-Free Cross-Dehydrogenative Coupling of Heterocycles with Aldehydes
    Matcha, Kiran
    Antonchick, Andrey P.
    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2013, 52 (07) : 2082 - 2086
  • [6] Recent Advances in Metal-Free Quinoline Synthesis
    Ramann, Ginelle A.
    Cowen, Bryan J.
    MOLECULES, 2016, 21 (08)
  • [7] Synthesis of α-sulfenyl monoketones via a metal-free oxidative cross dehydrogenative coupling (CDC) reaction
    Varun, Begur Vasanthkumar
    Gadde, Karthik
    Prabhu, Kandikere Ramaiah
    ORGANIC & BIOMOLECULAR CHEMISTRY, 2016, 14 (32) : 7665 - 7670
  • [8] Metal-Free Oxidative Cross-Dehydrogenative Coupling of Alkenes with Thiophenols
    Li, Chunsheng
    Liao, Mingjian
    He, Zhiquan
    Chen, Yunbing
    Mai, Jingna
    Dong, Rui
    Chen, Junhua
    Chen, Lianfen
    CHEMISTRYSELECT, 2023, 8 (20):
  • [9] Transition Metal-Free Diastereoselective Synthesis of β-Carboline Tethered Dihydrofurocoumarin Derivatives
    Banyal, Naveen
    Malakar, Chandi C.
    Kumar, Rakesh
    Singh, Virender
    ASIAN JOURNAL OF ORGANIC CHEMISTRY, 2024, 13 (05)
  • [10] Recent advances in the transition metal-free oxidative dehydrogenative aromatization of cyclohexanones
    Deng, Kun
    Huang, Huawen
    Deng, Guo-Jun
    ORGANIC & BIOMOLECULAR CHEMISTRY, 2021, 19 (29) : 6380 - 6391