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, Mehdi Abaszadeh*

Journal Name: Letters in Organic Chemistry

Volume 17 , Issue 3 , 2020

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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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Article Details

VOLUME: 17
ISSUE: 3
Year: 2020
Page: [240 - 245]
Pages: 6
DOI: 10.2174/1570178616666190620124947
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