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Issue 81, 2014
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Nano α-Al2O3 supported ammonium dihydrogen phosphate (NH4H2PO4/Al2O3): preparation, characterization and its application as a novel and heterogeneous catalyst for the one-pot synthesis of tetrahydrobenzo[b]pyran and pyrano[2,3-c]pyrazole derivatives

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Abstract

A simple, efficient, and environmentally benign route was developed for the preparation of 2-amino-3-cyano-4-aryl-7,7-dimethyl-5,6,7,8-tetrahydrobenzo[b]pyrans and 6-amino-5-cyano-4-aryl-1,4-dihydropyrano[2,3-c]pyrazoles from the condensation of various aldehydes, malononitrile, and 1,3-dicarbonyl compounds (1,3-cyclohexanedione or 5,5-dimethyl-1,3-cyclohexanedione) or 3-methyl-1-phenyl-2-pyrazoline-5-one, using NH4H2PO4/Al2O3 with good yields. The use of easily available catalyst, shorter reaction times, better yields, the simplicity of the reaction, the heterogeneous system, and the easy work up are the advantages of the present method. Characterization of the catalyst was performed by FT-IR spectroscopy, X-ray diffraction (XRD) techniques, thermal analysis (TG/DTG) and Transmission electron microscopy (TEM).

Graphical abstract: Nano α-Al2O3 supported ammonium dihydrogen phosphate (NH4H2PO4/Al2O3): preparation, characterization and its application as a novel and heterogeneous catalyst for the one-pot synthesis of tetrahydrobenzo[b]pyran and pyrano[2,3-c]pyrazole derivatives

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Article information


Submitted
30 Jul 2014
Accepted
03 Sep 2014
First published
03 Sep 2014

RSC Adv., 2014,4, 42873-42891
Article type
Paper

Nano α-Al2O3 supported ammonium dihydrogen phosphate (NH4H2PO4/Al2O3): preparation, characterization and its application as a novel and heterogeneous catalyst for the one-pot synthesis of tetrahydrobenzo[b]pyran and pyrano[2,3-c]pyrazole derivatives

B. Maleki and S. S. Ashrafi, RSC Adv., 2014, 4, 42873
DOI: 10.1039/C4RA07813F

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