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
  • [1] An efficient green MCR protocol for the synthesis of 2,4,5-trisubstituted imidazoles by Selectfluor™ under ultrasound irradiation
    Heravi, Mohammad Reza Poor
    Vessally, Esmaeil
    Behbehani, Gholam R. Rezaei
    COMPTES RENDUS CHIMIE, 2014, 17 (02) : 146 - 150
  • [2] L-Pipecolic Acid-catalyzed Highly Efficient Synthesis of 2,4,5-Trisubstituted Imidazoles and N-cycloalkyl-2,4,5-trisubstituted Imidazoles
    Mishra, Anila
    Fatima, Zeeshan
    Ved, Akash
    Srivastava, Sajal
    Singh, Ashok K.
    CURRENT ORGANOCATALYSIS, 2024, 11 (03) : 248 - 258
  • [3] Zinc (II) [tetra(4-methylphenyl)] Porphyrin: a Novel and Reusable Catalyst for Efficient Synthesis of 2,4,5-trisubstituted Imidazoles Under Ultrasound Irradiation
    Safari, Javad
    Khalili, Shiva Dehghan
    Banitaba, Sayed Hossein
    Dehghani, Hossein
    JOURNAL OF THE KOREAN CHEMICAL SOCIETY-DAEHAN HWAHAK HOE JEE, 2011, 55 (05): : 787 - 793
  • [4] A Highly Efficient Synthesis of 2,4,5-Trisubstituted Imidazoles Catalyzed by Composite Magnetic Nanoparticle Under Mild Reaction Conditions
    Maleki, Ali
    Alirezvani, Zahra
    Maleki, Saied
    18TH INTERNATIONAL ELECTRONIC CONFERENCE ON SYNTHETIC ORGANIC CHEMISTRY, 2014,
  • [5] An efficient method for the synthesis of 2,4,5-trisubstituted imidazoles using lactic acid as promoter
    Jayant Sonar
    Sandeep Pardeshi
    Shrikant Dokhe
    Rajendra Pawar
    Kiran Kharat
    Ashok Zine
    Babasaheb Matsagar
    Kevin Wu
    Shivaji Thore
    SN Applied Sciences, 2019, 1
  • [6] An efficient method for the synthesis of 2,4,5-trisubstituted imidazoles using lactic acid as promoter
    Sonar, Jayant
    Pardeshi, Sandeep
    Dokhe, Shrikant
    Pawar, Rajendra
    Kharat, Kiran
    Zine, Ashok
    Matsagar, Babasaheb
    Wu, Kevin
    Thore, Shivaji
    SN APPLIED SCIENCES, 2019, 1 (09):
  • [7] Mandelic acid: an efficient and green organo-catalyst for synthesis of 2,4,5-trisubstituted Imidazoles under solvent-free conditions
    Ghogare, Ramesh S.
    ORGANIC COMMUNICATIONS, 2022, 15 (01) : 44 - 58
  • [8] Indium trifluoride: A highly efficient catalyst for the synthesis of fluorine-containing 2,4,5-trisubstituted imidazoles under solvent-free conditions
    Reddy, Mudumala Veeranarayana
    Jeong, Yeon Tae
    JOURNAL OF FLUORINE CHEMISTRY, 2012, 142 : 45 - 51
  • [9] Nano silica phosphoric acid as an efficient catalyst for one-pot synthesis of 2,4,5-trisubstituted imidazoles under solvent free condition
    Bamoniri, A.
    Mirjalili, B. F.
    Nazemian, S.
    Mahabadi, N. Y.
    BULGARIAN CHEMICAL COMMUNICATIONS, 2014, 46 (01): : 79 - 84
  • [10] A novel and an efficient catalyst for one-pot synthesis of 2,4,5-trisubstituted imidazoles by using microwave irradiation under solvent-free conditions
    Javad Safari
    Shiva Dehghan Khalili
    Sayed Hossein Banitaba
    Journal of Chemical Sciences, 2010, 122 : 437 - 441