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Molecules 2015, 20(6), 11418-11431; doi:10.3390/molecules200611418

Synthesis of (E)-2-Styrylchromones and Flavones by Base-Catalyzed Cyclodehydration of the Appropriate β-Diketones Using Water as Solvent

1
Department of Chemistry & QOPNA, University of Aveiro, 3810-193 Aveiro, Portugal
2
UCIBIO/REQUIMTE, Departamento de Química e Bioquímica, Faculdade de Ciências, Universidade do Porto, 4169-007 Porto, Portugal
*
Authors to whom correspondence should be addressed.
Academic Editor: Kei Saito
Received: 30 April 2015 / Revised: 13 June 2015 / Accepted: 16 June 2015 / Published: 22 June 2015
(This article belongs to the Special Issue Frontier in Green Chemistry Approaches)
View Full-Text   |   Download PDF [790 KB, uploaded 22 June 2015]   |  

Abstract

A low cost, safe, clean and environmentally benign base-catalyzed cyclodehydration of appropriate β-diketones affording (E)-2-styrylchromones and flavones in good yields is disclosed. Water was used as solvent and the reactions were heated using classical and microwave heating methods, under open and closed vessel conditions. β-Diketones having electron-donating and withdrawing substituents were used to evaluate the reaction scope. The reaction products were isolated in high purity by simple filtration and recrystallization from ethanol, when using 800 mg of the starting diketone under classical reflux heating conditions. View Full-Text
Keywords: (E)-2-styrylchromones; flavones; cyclodehydration reactions; microwave heating; reactions in water (E)-2-styrylchromones; flavones; cyclodehydration reactions; microwave heating; reactions in water
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This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited. (CC BY 4.0).

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Pinto, J.; Silva, V.L.M.; Silva, A.M.G.; Silva, A.M.S. Synthesis of (E)-2-Styrylchromones and Flavones by Base-Catalyzed Cyclodehydration of the Appropriate β-Diketones Using Water as Solvent. Molecules 2015, 20, 11418-11431.

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