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RESEARCH ARTICLE

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Synthesis of Novel 3-Alkyl-3′,4′,5,7-Tetrahydroxyflavones

Raquel S. G. R. Seixas ^A , Diana C. G. A. Pinto ^A , Artur M. S. Silva ^A ^B and José A. S. Cavaleiro ^A

+ Author Affiliations

- Author Affiliations

^A Department of Chemistry & QOPNA, University of Aveiro, 3810-193 Aveiro, Portugal.

^B Corresponding author. Email: artur.silva@ua.pt

Australian Journal of Chemistry 61(9) 718-724 https://doi.org/10.1071/CH08162
Submitted: 17 April 2008 Accepted: 14 July 2008 Published: 5 September 2008

Abstract

Novel 3-alkyl-3′,4′,5,7-tetrahydroxyflavones have been prepared. The synthetic strategy involves the preparation of 1-(2-hydroxy-4,6-dimethoxyphenyl)alkan-1-ones from the Friedel–Crafts acylation of phloroglucinol followed by methylation. These key compounds were submitted to the three-step Baker–Venkataraman method, giving the 3-alkyl-3′,4′,5,7-tetramethoxyflavones, which were demethylated with boron tribromide.

Acknowledgements

Thanks are due to the University of Aveiro, Fundação para a Ciência e a Tecnologia, and Fundo Europeu de Desenvolvimento Regional (FEDER) for funding the Organic Chemistry Research Unit and Project POCI/QUI/59284/2004. R. S. G. R. Seixas also thanks FEDER and Project POCI/QUI/59284/2004 for funding a research grant.

References

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