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
  • [31] Metal-Free Catalyzed Synthesis of Fluorescent Indolizine Derivatives
    Yuan, Yu-Chang
    Liu, Tian-Zhen
    Zhao, Bao-Xiang
    JOURNAL OF ORGANIC CHEMISTRY, 2021, 86 (18): : 12737 - 12744
  • [32] Rapid and efficient synthesis of metal-free phthalocyanine derivatives
    Shaabani, Ahmad
    Maleki, Ali
    JOURNAL OF PORPHYRINS AND PHTHALOCYANINES, 2006, 10 (11) : 1253 - 1258
  • [33] Transition metal-free photocatalytic reductive deuteration of ketone derivatives
    Cai, Jiaxin
    Li, Yanjun
    Ye, Ziqi
    Wang, Wenqian
    Lin, Yu Mei
    Gong, Lei
    GREEN SYNTHESIS AND CATALYSIS, 2023, 4 (03): : 253 - 257
  • [34] Recent Advances in Transition Metal Free Synthetic Protocols for Quinoline Derivatives
    Tabassum, Rukhsana
    Ashfaq, Muhammad
    Oku, Hiroyuki
    CURRENT ORGANIC CHEMISTRY, 2020, 24 (16) : 1815 - 1852
  • [35] A Metal-Free Cross-Dehydrogenative Coupling Reaction of Amides to Access N-Alkylazoles
    Zhu, Zheng
    Wang, Yufeng
    Yang, Mingmeng
    Huang, Ling
    Gong, Jiuhan
    Guo, Shengmei
    Cai, Hu
    SYNLETT, 2016, 27 (19) : 2705 - 2708
  • [36] Metal-Free I2-Catalyzed Highly Selective Dehydrogenative Coupling of Alcohols and Cyclohexenones
    Liang, Yu-Feng
    Yuan, Yizhi
    Shen, Tao
    Song, Song
    Jiao, Ning
    CHINESE JOURNAL OF CHEMISTRY, 2018, 36 (03) : 233 - 240
  • [37] Photo-induced metal-free dehydrogenative N-N homo-coupling
    Balakrishna, Bugga
    Mossin, Susanne
    Kramer, Soren
    CHEMICAL COMMUNICATIONS, 2022, 58 (78) : 10977 - 10980
  • [38] A metal-free cross-dehydrogenative coupling of N-carbamoyl tetrahydroisoquinoline by sodium persulfate
    Chen, Wenfang
    Zheng, Hongbo
    Pan, Xinhui
    Xie, Zhiyu
    Zan, Xin
    Sun, Bin
    Liu, Lei
    Lou, Hongxiang
    TETRAHEDRON LETTERS, 2014, 55 (17) : 2879 - 2882
  • [39] Transition metal-free synthesis of alkyl pinacol boronates
    Das, Kanak Kanti
    Paul, Swagata
    Panda, Santanu
    ORGANIC & BIOMOLECULAR CHEMISTRY, 2020, 18 (44) : 8939 - 8974
  • [40] Diacetyl as a "traceless" visible light photosensitizer in metal-free cross-dehydrogenative coupling reactions
    Huang, Chia-Yu
    Li, Jianbin
    Liu, Wenbo
    Li, Chao-Jun
    CHEMICAL SCIENCE, 2019, 10 (19) : 5018 - 5024