Nano-ferrous ferric oxide (nano-Fe3O4): magnetite catalytic system for the one-pot four-component tandem imine/enamine formation-Knoevenagel–Michael-cyclocondensation reaction of dimedone, aldehydes, β-ketoesters and ammonium acetate under green media

Ardeshir Khazaei; Ahmad Reza Moosavi-Zare; Hadis Afshar-Hezarkhani; Vahid Khakyzadeh

doi:10.1039/C4RA03980G

Nano-ferrous ferric oxide (nano-Fe₃O₄): magnetite catalytic system for the one-pot four-component tandem imine/enamine formation-Knoevenagel–Michael-cyclocondensation reaction of dimedone, aldehydes, β-ketoesters and ammonium acetate under green media

Ardeshir Khazaei,*^a Ahmad Reza Moosavi-Zare,*^b Hadis Afshar-Hezarkhani^a and Vahid Khakyzadeh^a

Author affiliations

* Corresponding authors

^a Faculty of Chemistry, Bu-Ali Sina University, Hamedan, Iran
E-mail: Khzaei_1326@yahoo.com
Fax: +98 8118257407
Tel: +98 8118282807

^b Department of Chemistry, University of Sayyed Jamaleddin Asadabadi, Asadabad, Iran
E-mail: moosavizare@yahoo.com
Fax: +98 8123237451
Tel: +98 8123237450

Abstract

In this work, magnetite nano-Fe₃O₄ was applied as a green, efficient, heterogeneous and reusable catalytic system for the atomic economic preparation of hexahydroquinolines via the one-pot multi-component reaction of aryl aldehydes, dimedone (5,5-dimethylcyclohexane-1,3-dione), β-ketoesters and ammonium acetate at 50 °C under mild and solvent-free conditions. The catalyst was synthesized and characterized by several techniques including Fourier transform infrared (FT-IR) spectroscopy, X-ray diffraction (XRD), vibrating sample magnetometry (VSM) and transmission electron microscopy (TEM). Also, optimization of the reaction conditions was investigated using the response surface method {Central Composite Design (CCD)}.

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Publication details

The article was received on 30 Apr 2014, accepted on 08 Jul 2014 and first published on 10 Jul 2014

Article type: Paper

DOI: 10.1039/C4RA03980G

Citation: RSC Adv., 2014,4, 32142-32147

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Nano-ferrous ferric oxide (nano-Fe₃O₄): magnetite catalytic system for the one-pot four-component tandem imine/enamine formation-Knoevenagel–Michael-cyclocondensation reaction of dimedone, aldehydes, β-ketoesters and ammonium acetate under green media

A. Khazaei, A. R. Moosavi-Zare, H. Afshar-Hezarkhani and V. Khakyzadeh, RSC Adv., 2014, 4, 32142
DOI: 10.1039/C4RA03980G
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Nano-ferrous ferric oxide (nano-Fe₃O₄): magnetite catalytic system for the one-pot four-component tandem imine/enamine formation-Knoevenagel–Michael-cyclocondensation reaction of dimedone, aldehydes, β-ketoesters and ammonium acetate under green media

Abstract

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Publication details

Nano-ferrous ferric oxide (nano-Fe₃O₄): magnetite catalytic system for the one-pot four-component tandem imine/enamine formation-Knoevenagel–Michael-cyclocondensation reaction of dimedone, aldehydes, β-ketoesters and ammonium acetate under green media

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