Graphene oxide: A carbocatalyst for the one-pot multicomponent synthesis of highly functionalized tetrahydropyridines

被引:24
|
作者
Gupta, Annah [1 ]
Kaur, Ramneet [1 ]
Singh, Deepika [2 ]
Kapoor, Kamal K. [1 ]
机构
[1] Univ Jammu, Dept Chem, Jammu 180006, India
[2] CSIR, Med Chem Div, Indian Inst Integrat Med, Canal Rd, Jammu 180001, India
关键词
Graphene oxide; Carbocatalyst; Multicomponent reaction; Tetrahydropyridine; Heterogeneous catalysis; One-pot reaction; GRAPHITE OXIDE; SUBSTITUTED PIPERIDINES; BETA-ENAMINONES; METAL-FREE; EFFICIENT; SOLVENT; DERIVATIVES; INHIBITORS; PYRIDINES; CHEMISTRY;
D O I
10.1016/j.tetlet.2017.05.067
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A simple, straightforward and efficient methodology is described for the synthesis of polysubstituted tetrahydropyridine via one-pot multicomponent reaction of beta-ketoester, aldehyde and aniline in presence of catalytic amount of graphene oxide in acetonitrile. Graphene oxide is a versatile carbocatalyst and this is the first report on its application in a five component reaction. Good yield, usage of readily available starting material, operational simplicity, easy work-up and eco-friendly re-usable catalyst are the key features of this protocol. (C) 2017 Elsevier Ltd. All rights reserved.
引用
收藏
页码:2583 / 2587
页数:5
相关论文
共 50 条
  • [31] One-pot Multicomponent Synthesis of Highly Functionalized 1,4-Dihydropyridines Using Porcine Pancreatic Lipase
    Ling Jiang
    Wenting Ye
    Weike Su
    [J]. Chemical Research in Chinese Universities, 2019, 35 : 235 - 238
  • [32] One-pot Multicomponent Synthesis of Highly Functionalized 1,4-Dihydropyridines Using Porcine Pancreatic Lipase
    Jiang Ling
    Ye Wenting
    Su Weike
    [J]. CHEMICAL RESEARCH IN CHINESE UNIVERSITIES, 2019, 35 (02) : 235 - 238
  • [33] GRAPHENE OXIDE AS RECYCLABLE CATALYST FOR ONE-POT SYNTHESIS OF α-AMINOPHOSPHONATES
    Dhopte, Kiran B.
    Raut, Dnyaneshwar S.
    Patwardhan, Anand V.
    Nemade, Parag R.
    [J]. SYNTHETIC COMMUNICATIONS, 2015, 45 (06) : 788 - 798
  • [34] One-pot synthesis of vanadium dioxide nanoflowers on graphene oxide
    Kang, Xiao Juan
    Zhang, Jun Ming
    Sun, Xiao Wen
    Zhang, Feng Rui
    Zhang, Yu Xin
    [J]. CERAMICS INTERNATIONAL, 2016, 42 (06) : 7883 - 7887
  • [35] Graphene oxide as a carbocatalyst: the first example of a one-pot sequential dehydration-hydrothiolation of secondary aryl alcohols
    Basu, Basudeb
    Kundu, Samir
    Sengupta, Debasish
    [J]. RSC ADVANCES, 2013, 3 (44): : 22130 - 22134
  • [36] One-Pot Synthesis of Highly Functionalized Seleno Amino Acid Derivatives
    Liu, Haixia
    Doemling, Alexander
    [J]. CHEMICAL BIOLOGY & DRUG DESIGN, 2009, 74 (03) : 302 - 308
  • [37] One-Pot Synthesis of Highly Functionalized Bicyclic Imidazopyridinium Derivatives in Ethanol
    Chen, Liang
    Huang, Rong
    Du, Xuan-Xuan
    Yan, Sheng-Jiao
    Lin, Jun
    [J]. ACS SUSTAINABLE CHEMISTRY & ENGINEERING, 2017, 5 (02): : 1899 - 1905
  • [38] One-Pot Synthesis and Antiproliferative Activity of Highly Functionalized Pyrazole Derivatives
    Lusardi, Matteo
    Rotolo, Chiara
    Ponassi, Marco
    Iervasi, Erika
    Rosano, Camillo
    Spallarossa, Andrea
    [J]. CHEMMEDCHEM, 2022, 17 (05)
  • [39] One-pot synthesis of covalently functionalized reduced graphene oxide-polyaniline nanocomposite for supercapacitor applications
    Arjun, Nadarajan
    Uma, Kasimayan
    Pan, Guan-Ting
    Yang, Thomas C-K.
    Sharmila, Ganapathi
    [J]. CLEAN TECHNOLOGIES AND ENVIRONMENTAL POLICY, 2018, 20 (09) : 2025 - 2035
  • [40] One-pot synthesis of manganese porphyrin covalently functionalized graphene oxide for enhanced photocatalytic hydrogen evolution
    Li, Xia
    Li, Kezhen
    Wang, Dandan
    Huang, Jie
    Zhang, Chunyong
    Du, Yukou
    Yang, Ping
    [J]. JOURNAL OF PORPHYRINS AND PHTHALOCYANINES, 2017, 21 (03) : 179 - 188