Effect of heterocyclic ring system on formation of dimeric quinolones under catalyst-free conditions: a green approach

The intermediate-dependent green and efficient synthesis of dimeric quinolones 4a–l and 7a–l by the Knoevenagel condensation followed by Michael-type addition of 4-hydroxy-1-methylquinolin-2(1H)-one 1a , b to indole-3-aldehydes 2a–f and aromatic aldehydes 5a–l in water through the condensed compound...

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Bibliographic Details
Published in:Research on chemical intermediates 2017-12, Vol.43 (12), p.6993-7012
Main Authors: Madhu, Bandi, Raja sekar, B., Venkata Ramana Reddy, C. H., Dubey, P. K.
Format: Article
Language:English
Subjects:
Aldehydes
Aromatic compounds
Catalysis
Catalysts
Chemical synthesis
Chemistry
Chemistry and Materials Science
Column chromatography
Condensates
Inorganic Chemistry
Physical Chemistry
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Summary:The intermediate-dependent green and efficient synthesis of dimeric quinolones 4a–l and 7a–l by the Knoevenagel condensation followed by Michael-type addition of 4-hydroxy-1-methylquinolin-2(1H)-one 1a , b to indole-3-aldehydes 2a–f and aromatic aldehydes 5a–l in water through the condensed compound 3a–l under catalyst-free conditions is described. This reaction was found to be environmentally friendly, has easy-workup and shorter reaction times giving good yields of the product without the need for its isolation using column chromatography.
ISSN:0922-6168
1568-5675
DOI:10.1007/s11164-017-3032-2