A novel cooperative Lewis acid/Bronsted base catalyst Fe3O4@SiO2-APTMS-Fe(OH)2: An efficient catalyst for the Biginelli reaction

被引:39
作者
Sheykhan, Mehdi [1 ]
Yahyazadeh, Asieh [1 ]
Ramezani, Leila [1 ]
机构
[1] Univ Guilan, Chem Dept, POB 41335-1914, Rasht, Iran
来源
MOLECULAR CATALYSIS | 2017年 / 435卷
关键词
Cooperative catalysis; Lewis acid; Bronsted base; Biginelli reaction; SOLVENT-FREE CONDITIONS; ONE-POT SYNTHESIS; METAL-ORGANIC FRAMEWORK; MAGNETICALLY SEPARABLE CATALYST; MICROWAVE-ASSISTED SYNTHESIS; INORGANIC HYBRID MATERIALS; CALCIUM-CHANNEL BLOCKERS; RECYCLABLE CATALYST; HIGHLY EFFICIENT; IONIC LIQUID;
D O I
10.1016/j.mcat.2017.03.032
中图分类号
O64 [物理化学(理论化学)、化学物理学];
学科分类号
070304 ; 081704 ;
摘要
A complex of ferrous-and hydroxide ions was generated within a core-shell magnetic nanocatalyst of 24 +/- 3 nm. The catalytic activity of material was explored in the synthesis of 3,4-dihydropyrimidine2-(1H)-one/thione (DHPM) derivatives in neat condition. The products are synthesized in high yields (85-98%) in 15-20 min. Neither Fe-nor hydroxide leaching in the reaction medium was detected by AAS and pH analysis, respectively. The catalyst has a convenient reusability after seven consecutive reaction cycles giving a cumulative turnover frequency >5600h(-1). (C) 2017 Elsevier B.V. All rights reserved.
引用
收藏
页码:166 / 173
页数:8
相关论文
共 94 条
  • [1] A microwave-assisted synthesis of 3,4-dihydro-pyrimidin-2-(1H)-ones catalyzed by FeCl3-supported Nanopore Silica under solvent-free conditions
    Ahn, Byoung Joon
    Gang, Myoung Soo
    Chae, Keumhee
    Oh, Yunghee
    Shin, Jihye
    Chang, Wonghil
    [J]. JOURNAL OF INDUSTRIAL AND ENGINEERING CHEMISTRY, 2008, 14 (03) : 401 - 405
  • [2] Transamidation of primary carboxamides, phthalimide, urea and thiourea with amines using Fe(OH)3@Fe3O4 magnetic nanoparticles as an efficient recyclable catalyst
    Arefi, Marzban
    Heydari, Akbar
    [J]. RSC ADVANCES, 2016, 6 (29): : 24684 - 24689
  • [3] DIHYDROPYRIMIDINE CALCIUM-CHANNEL BLOCKERS .2. 3-SUBSTITUTED-4-ARYL-1,4-DIHYDRO-6-METHYL-5-PYRIMIDINECARBOXYLIC ACID-ESTERS AS POTENT MIMICS OF DIHYDROPYRIDINES
    ATWAL, KS
    ROVNYAK, GC
    KIMBALL, SD
    FLOYD, DM
    MORELAND, S
    SWANSON, BN
    GOUGOUTAS, JZ
    SCHWARTZ, J
    SMILLIE, KM
    MALLEY, MF
    [J]. JOURNAL OF MEDICINAL CHEMISTRY, 1990, 33 (09) : 2629 - 2635
  • [4] Magnetic Fe@g-C3N4: A Photoactive Catalyst for the Hydrogenation of Alkenes and Alkynes
    Baig, R. B. Nasir
    Verma, Sanny
    Varma, Rajender S.
    Nadagouda, Mallikarjuna N.
    [J]. ACS SUSTAINABLE CHEMISTRY & ENGINEERING, 2016, 4 (03): : 1661 - 1664
  • [5] Magnetic Silica-Supported Palladium Catalyst: Synthesis of Allyl Aryl Ethers in Water
    Baig, R. B. Nasir
    Varma, Rajender S.
    [J]. INDUSTRIAL & ENGINEERING CHEMISTRY RESEARCH, 2014, 53 (49) : 18625 - 18629
  • [6] Palladium-loaded magnetic core-shell porous carbon nanospheres derived from a metal-organic framework as a recyclable catalyst
    Bao, Chao
    Zhou, Lincheng
    Shao, Yanming
    Wu, Qiong
    Ma, Junjun
    Zhang, He
    [J]. RSC ADVANCES, 2015, 5 (101): : 82666 - 82675
  • [7] Heterogeneous Bifunctional Metal/Acid Catalysts for Selective Chemical Processes
    Barbaro, Pierluigi
    Liguori, Francesca
    Linares, Noemi
    Marrodan, Carmen Moreno
    [J]. EUROPEAN JOURNAL OF INORGANIC CHEMISTRY, 2012, (24) : 3807 - 3823
  • [8] A revision of the Biginelli reaction under solid acid catalysis. Solvent-free synthesis of dihydropyrimidines over montmorillonite KSF
    Bigi, F
    Carloni, S
    Frullanti, B
    Maggi, R
    Sartori, G
    [J]. TETRAHEDRON LETTERS, 1999, 40 (17) : 3465 - 3468
  • [9] Green chemistry approaches to the synthesis of 5-alkoxycarbonyl-4-aryl-3,4-dihydropyrimidin-2(1H)-ones by a three-component coupling of one-pot condensation reaction:: Comparison of ethanol, water, and solvent-free conditions
    Bose, DS
    Fatima, L
    Mereyala, HB
    [J]. JOURNAL OF ORGANIC CHEMISTRY, 2003, 68 (02) : 587 - 590
  • [10] Supported Ruthenium-Carbene Catalyst on Ionic Magnetic Nanoparticles for Olefin Metathesis
    Chen, Shu-Wei
    Zhang, Zhi-Cheng
    Ma, Miaofeng
    Zhong, Chong-Min
    Lee, Sang-gi
    [J]. ORGANIC LETTERS, 2014, 16 (19) : 4969 - 4971