A highly efficient magnetic solid acid catalyst for synthesis of 2,4,5-trisubstituted imidazoles under ultrasound irradiation

被引:78
|
作者
Safari, Javad [1 ]
Zarnegar, Zohre [1 ]
机构
[1] Univ Kashan, Coll Chem, Dept Organ Chem, Lab Organ Compound Res, Kashan, Iran
关键词
Fe3O4; nanoparticles; Sulfamic acid; Imidazole; Solid acid catalyst; Ultrasound irradiation; ONE-POT SYNTHESIS; SILICA SULFURIC-ACID; TETRASUBSTITUTED IMIDAZOLES; TRISUBSTITUTED IMIDAZOLES; DERIVATIVES; FACILE; NANOPARTICLES;
D O I
10.1016/j.ultsonch.2012.10.004
中图分类号
O42 [声学];
学科分类号
070206 ; 082403 ;
摘要
Fe3O4 nanoparticles were prepared by chemical coprecipitation method and subsequently coated with 3-aminopropyltriethoxysilane (APTES) via silanization reaction. Grafting of chlorosulfuric acid on the amino-functionalized Fe3O4 nanoparticles afforded sulfamic acid-functionalized magnetic nanoparticles (SA-MNPs). SA-MNPs was found to be a mild and effective solid acid catalyst for the efficient, one-pot, three-component synthesis of 2,4,5-trisubstituted imidazoles under ultrasound irradiation. This protocol afforded corresponding imidazoles in shorter reaction durations, and in high yields. This green procedure has many obvious advantages compared to those reported in the previous literatures, including avoiding the use of harmful catalysts, easy and quick isolation of the products, excellent yields, short routine, and simplicity of the methodology. (C) 2012 Elsevier B.V. All rights reserved.
引用
收藏
页码:740 / 746
页数:7
相关论文
共 50 条
  • [21] A new nanocomposite catalyst based on clay-supported heteropolyacid for the green synthesis of 2,4,5-trisubstituted imidazoles
    Masteri-Farahani, M.
    Ezabadi, A.
    Mazarei, R.
    Ataeinia, P.
    Shahsavarifar, S.
    Mousavi, F.
    APPLIED ORGANOMETALLIC CHEMISTRY, 2020, 34 (08)
  • [22] An Extremely Productive and Sustainable Procedure for the Synthesis of 2,4,5-Trisubstituted Imidazoles Using Graphene Oxide-Substituted Sulfoacetic Acid Amide
    Zadeh, M. M. A.
    Rostami, E.
    Farhadi, A.
    RUSSIAN JOURNAL OF ORGANIC CHEMISTRY, 2022, 58 (10) : 1487 - 1497
  • [23] L-Proline: an efficient catalyst for the one-pot synthesis of 2,4,5-trisubstituted and 1,2,4,5-tetrasubstituted imidazoles
    Samai, Subhasis
    Nandi, Ganesh Chandra
    Singh, Pallavi
    Singh, M. S.
    TETRAHEDRON, 2009, 65 (49) : 10155 - 10161
  • [24] MCM-41 Mesoporous Silica: Efficient and Reusable Catalyst for the Synthesis of 2,4,5-Trisubstituted Imidazoles Under Solvent-Free Conditions
    Heravi, Majid M.
    Zakeri, Masoumeh
    Haghi, Hoda
    SYNTHESIS AND REACTIVITY IN INORGANIC METAL-ORGANIC AND NANO-METAL CHEMISTRY, 2011, 41 (10) : 1310 - 1314
  • [25] Organocatalyzed solvent free an efficient novel synthesis of 2,4,5-trisubstituted imidazoles for α-glucosidase inhibition to treat diabetes
    Yar, Muhammad
    Bajda, Marek
    Shahzad, Sohail
    Ullah, Nisar
    Gilani, Mazhar Amjad
    Ashraf, Muhammad
    Rauf, Abdul
    Shaukat, Ayesha
    BIOORGANIC CHEMISTRY, 2015, 58 : 65 - 71
  • [26] Novel and efficient multifunctional periodic mesoporous organosilica supported benzotriazolium ionic liquids for reusable synthesis of 2,4,5-trisubstituted imidazoles
    Tan, Jin
    Li, Jing Rui
    Hu, Yu Lin
    JOURNAL OF SAUDI CHEMICAL SOCIETY, 2020, 24 (10) : 777 - 784
  • [27] Nano kaolin-SO3H as a new efficient and reusable catalyst for one-pot synthesis of 2,4,5-trisubstituted imidazoles in solvent-free conditions
    Bamoniri, A.
    Yaghmaeiyan-Mahabadi, N.
    SCIENTIA IRANICA, 2018, 25 (03) : 1344 - 1353
  • [28] Facile One Pot Multi-Component Solvent-Free Synthesis of 2,4,5-Trisubstituted Imidazoles Using "Green" and Expeditious Ionic Liquid Catalyst under Microwave Irradiation
    Sonyanaik, B.
    Ashok, K.
    Rambabu, S.
    Ravi, D.
    Kurumanna, A.
    Madhu, P.
    Sakram, B.
    RUSSIAN JOURNAL OF GENERAL CHEMISTRY, 2018, 88 (03) : 537 - 540
  • [29] Magnetic nanoparticle-supported sulfonic acid as a green catalyst for the one-pot synthesis of 2,4,5-trisubstituted imidazoles and 1,2,4,5-tetrasubstituted imidazoles under solvent-free conditions
    Sakhdari, Mahnaz
    Amoozadeh, Ali
    Kolvari, Eskandar
    HETEROCYCLIC COMMUNICATIONS, 2021, 27 (01) : 71 - 78
  • [30] Copper(II)/polyimide linked covalent organic framework as a powerful catalyst for the solvent-free microwave irradiation-based synthesis of 2,4,5-trisubstituted imidazoles
    Sedaghat, Mahnaz
    Moeinpour, Farid
    Mohseni-Shahri, Fatemeh S.
    ANALYTICAL SCIENCE ADVANCES, 2023, 4 (9-10): : 302 - 311