Syntheses of (E)- and (Z)-3-styrylchromones

Vera L.M. Silva, Artur M.S. Silva, Diana C.G.A. Pinto, José A.S. Cavaleiro, Attila Vasas, Tamás Patonay

Research output: Article

10 Citations (Scopus)

Abstract

Several (E)- and (Z)-3-styrylchromones were prepared by two different methodologies, the Wittig reaction of chromone-3-carboxaldehyde with benzylic ylides and the Knoevenagel condensation of chromone-3-carboxaldehyde with phenylacetic acids in the presence of potassium tert-butoxide under microwave irradiation. The Knoevenagel reaction followed by a decarboxylation offered an efficient and diastereoselective method for preparing (E)-3-styrylchromones in a shorter reaction time. It was also demonstrated that phenylacetic acid can also be substituted with success by phenylmalonic acid. The stereochemistry of all products was assigned by NMR experiments.

Original languageEnglish
Pages (from-to)1307-1315
Number of pages9
JournalMonatshefte fur Chemie
Volume139
Issue number11
DOIs
Publication statusPublished - nov. 1 2008

ASJC Scopus subject areas

  • Chemistry(all)

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    Silva, V. L. M., Silva, A. M. S., Pinto, D. C. G. A., Cavaleiro, J. A. S., Vasas, A., & Patonay, T. (2008). Syntheses of (E)- and (Z)-3-styrylchromones. Monatshefte fur Chemie, 139(11), 1307-1315. https://doi.org/10.1007/s00706-008-0926-0