Evaluation of magnetically recyclable nano-Fe3O4 as a green catalyst for the synthesis of mono- and bis-tetrahydro-4H-chromene and mono and bis 1,4-dihydropyridine derivatives

被引:38
作者
Amirheidari, Bagher [1 ]
Seifi, Mohammad [2 ]
Abaszadeh, Mehdi [3 ]
机构
[1] Kerman Univ Med Sci, Herbal & Tradit Med Res Ctr, Kerman 76175493, Iran
[2] Islamic Azad Univ, Dept Chem, Fac Sci, Najafabad Branch, Najafabad, Esfahan, Iran
[3] Kerman Univ Med Sci, Pharmaceut Res Ctr, Inst Neuropharmacol, Kerman 76175493, Iran
关键词
Fe3O4; nanoparticles; Tetrahydro-4H-chromenes; 1,4-Dihydropyridines; Three-component reaction; ONE-POT SYNTHESIS; FE3O4; NANOPARTICLES; REUSABLE CATALYST; 3-COMPONENT SYNTHESIS; EFFICIENT; 2-AMINO-4H-CHROMENES; NANOCATALYST; ANTAGONISTS;
D O I
10.1007/s11164-015-2220-1
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Magnetically separable Fe3O4 nanoparticles were used as an environmental friendly catalyst for the synthesis of mono- and bis-tetrahydro-4H-chromene and mono- and bis-1,4-dihydropyridine derivatives via three-component reactions of aromatic aldehydes and malononitrile with cyclic beta-dicarbonyls or cyclic beta-enaminoketones respectively. These reactions were carried out in EtOH and at reflux. Fe3O4 nanoparticles can be magnetically separated from the reaction mixture by a magnet and recycled without significant loss of catalytic activity.
引用
收藏
页码:3413 / 3423
页数:11
相关论文
共 54 条
[1]  
Abaszadeh M., 2014, RES CHEM INTERMEDIAT, V41, P5129
[2]   Sodium Benzenesulfinates: Novel and Effective Organo Catalyst for Three Component Synthesis 5,6,7,8-Tetrahydro-4H-chromene Derivatives Under Ultrasound Irradiation [J].
Abaszadeh, Mehdi ;
Seifi, Mohammad .
LETTERS IN ORGANIC CHEMISTRY, 2015, 12 (04) :271-276
[3]   Ultrasound-assisted 1,3-dipolar cycloaddition and cyclopropanation reactions for the synthesis of bis-indolizine and bis-cyclopropane derivatives [J].
Abaszadeh, Mehdi ;
Seifi, Mohammad .
ORGANIC & BIOMOLECULAR CHEMISTRY, 2014, 12 (39) :7859-7863
[4]   Novel and efficient catalysts for the one-pot synthesis of 3,4-dihydropyrano[c]chromene derivatives in aqueous media [J].
Abdolmohammadi, Shahrzad ;
Balalaie, Saeed .
TETRAHEDRON LETTERS, 2007, 48 (18) :3299-3303
[5]   Synthesis and analgesic-antiinflammatory activities of ethyl 2-[3-(1-phenoxy( methoxy)carbonyl-4-aryl-(alkyl)-1,4-dihydropyridyl)]acetates [J].
Agudoawu, SA ;
Knaus, EE .
JOURNAL OF HETEROCYCLIC CHEMISTRY, 2000, 37 (02) :303-306
[6]  
AHLUWALIA VK, 1990, INDIAN J CHEM B, V29, P1141
[7]   One-pot, three-component synthesis of novel pyrano[3,2-c]coumarins containing sulfone moiety utilizing ultrasonic irradiation as eco-friendly energy source [J].
Al-bogami, Abdullah S. .
RESEARCH ON CHEMICAL INTERMEDIATES, 2015, 41 (01) :93-104
[8]   Synthesis and biological activity of pyrrole, pyrroline and pyrrolidine derivatives with two aryl groups on adjacent positions [J].
Bellina, Fabio ;
Rossi, Renzo .
TETRAHEDRON, 2006, 62 (31) :7213-7256
[9]   Bis-pyrazolines: Synthesis, characterization and antiamoebic activity as inhibitors of growth of Entamoeba histolytica [J].
Bhat, Abdul R. ;
Athar, Fareeda ;
Azam, Amir .
EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2009, 44 (01) :426-431
[10]  
Boer Rainer, 1995, Drugs of the Future, V20, P499