Sodium carbonate-catalyzed Claisen–Schmidt condensation: one-pot synthesis of highly functionalized cyclohexenones under environmental conditions

In this investigation, a practical green chemistry procedure for synthesis of highly functionalized cyclohexenone derivatives according to the Claisen–Schmidt condensation and Michael reaction using acetoacetanilide, acetophenone, and appropriate aromatic aldehydes in the presence of 15 mol% of Na 2...

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Bibliographic Details
Published in:Research on chemical intermediates 2016-03, Vol.42 (3), p.2233-2246
Main Authors: Mousavi, Mir Rasul, Maghsoodlou, Malek Taher, Gharari, Hadigheh
Format: Article
Language:English
Subjects:
Catalysis
Chemistry
Chemistry and Materials Science
Inorganic Chemistry
Physical Chemistry
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Summary:In this investigation, a practical green chemistry procedure for synthesis of highly functionalized cyclohexenone derivatives according to the Claisen–Schmidt condensation and Michael reaction using acetoacetanilide, acetophenone, and appropriate aromatic aldehydes in the presence of 15 mol% of Na 2 CO 3 as a catalyst in H 2 O/EtOH at ambient conditions is described. This methodology is of interest due to the use of water/ethanol as a solvent without the use of any harmful and toxic organic solvents and toxic metals as catalysts. Neutral conditions, excellent yields, a short reaction time, a simple work-up procedure of products and use of an inexpensive catalyst are some of the main advantages of this environmentally benign process. Also, there is no need for column chromatography to obtain pure products. Graphical abstract
ISSN:0922-6168
1568-5675
DOI:10.1007/s11164-015-2146-7