Cu2O/Nano-CuFe2O4: An Efficient and Magnetically Recoverable Catalyst for the Ligand-free N-Arylation of Amines and Nitrogen Heterocycles with Aryl Halides

被引:12
|
作者
Elhampour, Ali [1 ]
Nemati, Firouzeh [1 ]
Kaveh, Mandieh [1 ]
机构
[1] Semnan Univ, Dept Chem, Semnan 3513119111, Iran
关键词
SULFONIC-ACID GROUPS; AROMATIC-ALDEHYDES; SEPARABLE CATALYST; C-N; COPPER; WATER; DERIVATIVES; IMIDAZOLES;
D O I
10.1246/cl.151097
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
An efficient strategy has been developed for the N-arylation of azoles and aliphatic amines with aryl halide using a Cu2O/nano-CuFe2O4 magnetic composite as the catalyst and KOH as the base. The methodology is found to be applicable to a variety of nitrogen-containing heterocycles, such as imidazole, indole, and pyrrole, as well as aliphatic amines in high yields with practical simplicity under cost-effective "ligand-free" conditions. The magnetic property of the catalyst allowed its fast separation from the reaction medium by an external magnet. Additionally, the inexpensive catalyst could be recycled for five consecutive runs with small drops in catalytic activity.
引用
收藏
页码:223 / 225
页数:3
相关论文
共 50 条
  • [1] Polyaniline-encapsulating CuFe2O4/Cu2O composite: a simple, effective and reusable heterogeneous catalyst for ligand-free N-arylation of amines and nitrogen heterocycles
    Ahrari, Vahide
    Nemati, Firouzeh
    INORGANIC AND NANO-METAL CHEMISTRY, 2023,
  • [2] Cu2O:: a simple and efficient reusable catalyst for N-arylation of nitrogen-containing heterocycles with aryl halides
    Huang, Yi-Zheng
    Miao, Hong
    Zhang, Qiao-Hong
    Chen, Chen
    Xu, Jie
    CATALYSIS LETTERS, 2008, 122 (3-4) : 344 - 348
  • [3] Cu2O: a Simple and Efficient Reusable Catalyst for N-arylation of Nitrogen-containing Heterocycles with Aryl Halides
    Yi-Zheng Huang
    Hong Miao
    Qiao-Hong Zhang
    Chen Chen
    Jie Xu
    Catalysis Letters, 2008, 122 : 344 - 348
  • [4] Nano-magnetic Fe3O4@TiO2/Cu2O composite: a simple, effective and reusable heterogeneous catalyst for ligand-free N-arylation of amines and nitrogen heterocycles
    Nemati, Firouzeh
    Elhampour, Ali
    RESEARCH ON CHEMICAL INTERMEDIATES, 2016, 42 (10) : 7611 - 7624
  • [5] Nano-magnetic Fe3O4@TiO2/Cu2O composite: a simple, effective and reusable heterogeneous catalyst for ligand-free N-arylation of amines and nitrogen heterocycles
    Firouzeh Nemati
    Ali Elhampour
    Research on Chemical Intermediates, 2016, 42 : 7611 - 7624
  • [6] Cu2O/Nano-CuFe2O4 as a Magnetically Recoverable Catalyst for Ligand-Free Synthesis of Imidazo[1,2-a] Pyridines and 3-Aroylimidazo[1,2-a] Pyridines
    Nemati, Firouzeh
    Kaveh, Mahdieh
    Elhampour, Ali
    Mirhosseyni, Marzie Sadat
    NATIONAL ACADEMY SCIENCE LETTERS-INDIA, 2019, 42 (06): : 479 - 484
  • [7] Cu2O/Nano-CuFe2O4 as a Magnetically Recoverable Catalyst for Ligand-Free Synthesis of Imidazo[1,2-a] Pyridines and 3-Aroylimidazo[1,2-a] Pyridines
    Firouzeh Nemati
    Mahdieh Kaveh
    Ali Elhampour
    Marzie Sadat Mirhosseyni
    National Academy Science Letters, 2019, 42 : 479 - 484
  • [8] Highly efficient and magnetically separable nano-CuFe2O4 catalyzed S-arylation of thiourea by aryl/heteroaryl halides
    Abdol R.Hajipour
    Morteza Karimzadeh
    Ghobad Azizi
    ChineseChemicalLetters, 2014, 25 (10) : 1382 - 1386
  • [9] Highly efficient and magnetically separable nano-CuFe2O4 catalyzed S-arylation of thiourea by aryl/heteroaryl halides
    Hajipour, Abdol R.
    Karimzadeh, Morteza
    Azizi, Ghobad
    CHINESE CHEMICAL LETTERS, 2014, 25 (10) : 1382 - 1386
  • [10] Cu2O/Cs2CO3/DMF: An efficient catalytic system for N-arylation of imidazole with aryl halides under ligand-free conditions
    Wang, Xiaochuang
    Wang, Meiji
    Xie, Jianwei
    SYNTHETIC COMMUNICATIONS, 2017, 47 (19) : 1797 - 1803