Issue 44, 2014
From the journal:

RSC Advances

Brønsted acidic ionic liquid catalyzed tandem reaction of 4-hydroxy-1-methyl-2-quinolone with chalcone: regioselective synthesis of pyrano[3,2-c]quinolin-2-ones†

Avik Kumar Bagdia  and  Alakananda Hajra*a  

* Corresponding authors

a Department of Chemistry, Visva-Bharati (A Central University), Santiniketan 731235, India
E-mail: alakananda.hajra@visva-bharati.ac.in
Fax: +91 3463 261526
Tel: +91 3463 261526

Abstract

A new methodology has been developed for the synthesis of pyrano[3,2-c]quinolin-2-one derivatives by the tandem cyclization of 4-hydroxy-1-methyl-2-quinolone with chalcones using a catalytic amount of task specific ionic liquid [1-methyl-3-(4-sulfobutyl)imidazolium-4-methylbenzenesulfonate] under solvent-free conditions. The developed protocol is applicable for the construction of pyrano[3,2-c]quinolin-2-ones from easily accessible chalcones having aryl and hetero aryl substituents. This reaction possibly proceeds through Michael addition followed by cyclization. The feasibility of the catalyst recycling is also demonstrated. This method produced only water as the byproduct and represents a green synthetic protocol.

Graphical abstract: Brønsted acidic ionic liquid catalyzed tandem reaction of 4-hydroxy-1-methyl-2-quinolone with chalcone: regioselective synthesis of pyrano[3,2-c]quinolin-2-ones

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Article information

DOI
https://doi.org/10.1039/C4RA03221G
Article type
Communication
Submitted
10 Apr 2014
Accepted
15 May 2014
First published
19 May 2014

RSC Adv., 2014,4, 23287-23291

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Brønsted acidic ionic liquid catalyzed tandem reaction of 4-hydroxy-1-methyl-2-quinolone with chalcone: regioselective synthesis of pyrano[3,2-c]quinolin-2-ones

A. K. Bagdi and A. Hajra, RSC Adv., 2014, 4, 23287 DOI: 10.1039/C4RA03221G

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