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Issue 54, 2014
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Facile construction of densely functionalized thiopyrano[2,3-b]quinolines via three-component reactions catalyzed by l-proline

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Abstract

L-Proline catalyzed, three-component reactions of 2-mercaptoquinoline-3-carbaldehyde, malononitrile and thiol-based nucleophiles were developed for the first time, for the synthesis of various 4H-substituted thiopyrano[2,3-b]quinolines derivatives via a Knoevenagel condensation followed by inter-intramolecular double Michael addition reaction. This transformation leads to the generation of a 4-substituted thiopyran ring, together with one C–C and two C–S bonds in a single operation.

Graphical abstract: Facile construction of densely functionalized thiopyrano[2,3-b]quinolines via three-component reactions catalyzed by l-proline

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Supplementary files

Article information


Submitted
22 Apr 2014
Accepted
16 Jun 2014
First published
03 Jul 2014

RSC Adv., 2014,4, 28798-28801
Article type
Communication

Facile construction of densely functionalized thiopyrano[2,3-b]quinolines via three-component reactions catalyzed by L-proline

M. B. Kanani and M. P. Patel, RSC Adv., 2014, 4, 28798
DOI: 10.1039/C4RA05042H

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