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New Crown Ether-Based Ionic Liquids as a Green and Versatile Organocatalyst for Three-Component Synthesis of 1,5-Dihydropyrano[2,3- c]chromene Derivatives

[ Vol. 17 , Issue. 3 ]

Author(s):

Iman Mohammadzadeh, Ali Asadipour, Abbas Pardakhty and Mehdi Abaszadeh*   Pages 240 - 245 ( 6 )

Abstract:


A simple and green method for the synthesis of 1,5-dihydropyrano[2,3-c]chromene derivatives has been reported by three-component reaction of aromatic aldehydes, malononitrile, and 3-hydroxycoumarin in the presence of a series of novel crown ether-based ionic liquids (CE-based ILs) in H2O/EtOH (1:1), under the reflux conditions. The novel CE-based ILs have been synthesized by 18-crown-6 or dibenzo 18-crown-6 chelated with sodium benzenesulfinate derivatives and used as a green and environmental organocatalyst. This method has some advantages such as the aqueous reaction medium, stable catalysts, cleaner reaction profiles and high yield of products in short reaction time.

Keywords:

Dihydropyrano[2, 3-c]chromene, ionic liquids, sodium benzenesulfinates, crown ethers, three component reactions, aromatic aldehydes.

Affiliation:

Oral and Dental Disease Research Center, Kerman University of Medical Sciences, Kerman, Pharmaceutics Research Center, Institute of Neuropharmacology, Kerman University of Medical Sciences, Kerman 76175493, Pharmaceutics Research Center, Institute of Neuropharmacology, Kerman University of Medical Sciences, Kerman 76175493, Pharmaceutics Research Center, Institute of Neuropharmacology, Kerman University of Medical Sciences, Kerman 76175493

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