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

Silva, V. L. M., Silva, A. M. S., Pinto, D. C. G. A., Cavaleiro, J. A. S., Vasas, A., Patonay, T.: Syntheses of (E)- and (Z)-3-styrylchromones.
Monatsh. Chem. 139, 1307-1315, 2008.

doi DEA

Folyóirat-mutatók:

Q2 Chemistry (miscellaneous)

cím:

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

szerzők:

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

kiadás éve:

2008

típus:

folyóiratcikk

műfaj:

idegen nyelvű folyóiratközlemény külföldi lapban

folyóirat:

Monatshefte für Chemie (ISSN: 0026-9247)

nyelv:

angol

MAB:

természettudományok, kémiai tudományok

tárgyszavak:

chromone-3-carboxaldehyde, 3-styrylchromones, Wittig reaction, knoevenagel condensation, microwave irradiation

absztrakt:

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.