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Letters in Organic Chemistry

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ISSN (Print): 1570-1786
ISSN (Online): 1875-6255

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Research Article

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

Author(s): Iman Mohammadzadeh, Ali Asadipour, Abbas Pardakhty and Mehdi Abaszadeh*

Volume 17, Issue 3, 2020

Page: [240 - 245] Pages: 6

DOI: 10.2174/1570178616666190620124947

Price: $65

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.

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