Tandem Protocol of Hexahydroquinoline Synthesis Using [H2-DABCO][HSO4]2 Ionic Liquid as a Green Catalyst at Room Temperature

被引:10
|
作者
Sahiba, Nusrat [1 ]
Sethiya, Ayushi [1 ]
Teli, Pankaj [1 ]
Agarwal, Shikha [1 ]
机构
[1] Mohanlal Sukhadia Univ MLSU, Synthet Organ Chem Lab, Dept Chem, Udaipur 313001, India
来源
ACS OMEGA | 2023年
关键词
MULTICOMPONENT REACTION; RECYCLABLE CATALYSTS; ONE-POT; 1,4-DIHYDROPYRIDINES; HETEROCYCLES; DERIVATIVES; ROLES;
D O I
10.1021/acsomega.2c07672
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Green, eco-benign, and sustainable synthesis is paramount in present chemistry. Here, a facile, efficient, and [H2- DABCO][HSO4]2 ionic-liquid-catalyzed one-pot multicomponent synthesis of hexahydroquinolines was reported under ambient reaction conditions. The reaction of 1,3-dicarbonyls, malononitrile, and ammonium acetate with various aldehydes in the presence of an ionic liquid catalyst and EtOH solvent at room temperature afforded excellent yields (76-100%) of hexahydroquinolines under a short reaction time (5-15 min). Mild reaction conditions, broad substrate scope (28 derivatives), and column-chromatography-free synthesis with excellent catalytic efficiency and good recyclability rendered this protocol superior and practical. The greenness of the present method was assessed through eco-score and E-factor. The significant results in gram-scale synthetic conditions validate its applicability in industries as well as academia in the near future.
引用
收藏
页码:5877 / 5884
页数:8
相关论文
共 50 条
  • [1] Synthesis of benzaldehyde 1, 2-propanediol acetal by using Ionic liquid [Hmim]HSO4 as catalyst
    Sun, Xuenan
    Cui, Li
    Xu, Tongkuan
    Wang, Dazhi
    ADVANCES IN CHEMICAL ENGINEERING II, PTS 1-4, 2012, 550-553 : 400 - 403
  • [2] Efficient and Green Synthesis of N-aryl Pyrroles Catalyzed by Ionic Liquid [H-NMP][HSO4] in Water at Room Temperature
    Naeimi, Hossein
    Dadaei, Mahla
    JOURNAL OF THE CHINESE CHEMICAL SOCIETY, 2014, 61 (10) : 1127 - 1132
  • [4] Synthesis and structure of Zn(HSO4)2(H2SO4)2 and Cd(HSO4)2
    Kemnitz, E.
    Werner, C.
    Stiewe, A.
    Worzala, H.
    Trojanov, S.
    Zeitschrift fur Naturforschung - Section B Journal of Chemical Sciences, 1996, 51 (01): : 14 - 18
  • [5] Synthesis and structure of Zn(HSO4)2(H2SO4)(2) and Cd(HSO4)(2)
    Kemnitz, E
    Werner, C
    Stiewe, A
    Worzala, H
    Trojanov, S
    ZEITSCHRIFT FUR NATURFORSCHUNG SECTION B-A JOURNAL OF CHEMICAL SCIENCES, 1996, 51 (01): : 14 - 18
  • [6] Synthesis of lipophilic antioxidant tyrosol laurate using imidazolium ionic liquid [Bmim]HSO4 as a catalyst
    Wang, Yimei
    Zhang, Yaoyao
    Qiao, Xing
    Sun, Shangde
    FOOD CHEMISTRY, 2024, 442
  • [7] Optimization and kinetic study of methyl laurate synthesis using ionic liquid [Hnmp]HSO4 as a catalyst
    Han, Benyong
    Zhang, Wudi
    Yin, Fang
    Liu, Shiqing
    Zhao, Xingling
    Liu, Jing
    Wang, Changmei
    Yang, Hong
    ROYAL SOCIETY OPEN SCIENCE, 2018, 5 (09):
  • [8] [H-Pyrr][HSO4] as an Efficient Ionic Liquid Catalyst for the Synthesis of Xanthenes, Tetraketones, and Triazolo[2,1-b]quinazolinones
    Zabihzadeh, Mehdi
    Shirini, Farhad
    Tajik, Hassan
    Daneshvar, Nader
    POLYCYCLIC AROMATIC COMPOUNDS, 2021, 41 (09) : 1972 - 1987
  • [9] Synthesis and structure of Ba(HSO4)(2)(H2SO4)(3) and Sr(HSO4)2(H2SO4)
    Werner, C
    Kemnitz, E
    Worzala, H
    Trojanov, S
    ZEITSCHRIFT FUR NATURFORSCHUNG SECTION B-A JOURNAL OF CHEMICAL SCIENCES, 1996, 51 (07): : 952 - 958
  • [10] Synthesis and Structure of Ba(HSO4)2(H2SO4)3 and Sr(HSO4)2(H2SO4)
    Werner, C.
    Kemnitz, E.
    Worzala, H.
    Trojanov, S.
    Zeitschrift fuer Naturforschung. B, Journal of Chemical Sciences, 51 (07):