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E-Journal of Chemistry
Volume 9, Issue 4, Pages 1854-1863
http://dx.doi.org/10.1155/2012/596862

Solvent-Free Synthesis of 1,8-Dioxo-octahydroxanthenes and 14-Aryl-14H-dibenzo[a,j]xanthenes using Saccharin Sulfonic Acid as an Efficient and Green Catalyst

1Department of Chemistry, Payame Noor University, P.O. Box 19395-3697, Tehran, Iran
2Faculty of Chemistry, Bu-Ali Sina University, Hamedan, 6517838683, Iran
3Department of Chemistry, Faculty of Sciences, Persian Gulf University, Bushehr 75169, Iran

Received 10 July 2011; Accepted 5 September 2011

Copyright © 2012 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

Saccharin sulfonic acid (SaSA) is utilized as a highly efficient, green and inexpensive sulfonic acid-containing catalyst for the following one-pot multi-component organic transformations: (i) the condensation of dimedone (2 eq.) with aromatic aldehydes (1 eq.) leading to 1,8-dioxo-octahydroxanthenes, and (ii) the reaction of 2-naphthol (2 eq.) with arylaldehydes (1 eq.) leading to 14-aryl-14H-dibenzo[a,j]xanthenes. In these protocols, the title compounds are produced in high to excellent yields and in relatively short reaction times under solvent-free conditions.