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E-Journal of Chemistry
Volume 8 (2011), Issue 1, Pages 293-299
http://dx.doi.org/10.1155/2011/367613

An Efficient Synthesis of Tetrahydrobenzo[b]pyran Derivatives Using Sulfonic Acid Functionalized Silica as an Efficient Catalyst

Ghodsi Mohammadi Ziarani,1 Alireza Abbasi,2 Alireza Badiei,2 and Zeinab Aslani1

1Department of Chemistry, Alzahra University, Vanak Square, Tehran, Iran
2School of Chemistry, College of Science, University of Tehran, Tehran, Iran

Received 23 April 2010; Accepted 21 May 2010

Copyright © 2011 Hindawi Publishing Corporation. This is an open access article distributed under the Creative Commons Attribution License, which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.

Abstract

Tetrahydrobenzo[b]pyran derivatives were efficiently synthesized by the reaction of appropriated aromatic aldehydes, malononitrile and dimedone in the presence of SiO2-Pr-SO3H as a nanoporous and recoverable solid acid catalyst, in good to excellent yields. Single crystal x-ray analysis conclusively confirmed the structure of the 2-amino-3-cyano-7,7-dimethyl-4-(4-methylphenyl)-5-oxo-4H-5,6,7,8-tetrahydro-benzopyran.