Unexpected formation of aryl ketones by palladium-catalyzed coupling of aryl bromides with vinylic acetates.
A palladium-catalyzed coupling reaction of aryl bromides with vinylic acetates in the presence of tributyltin methoxide has been described. Unexpected formation of aryl ketones was obtained. Preliminary mechanistic studies indicated that the reaction proceeded by the addition of the aryl moiety in the coordination sphere of palladium to a ketene.
EA Substances Lichéniques et Photoprotection, Faculté de Pharmacie, Université de Rennes 1, 2 avenue du Professeur Léon Bernard, F-35043 Rennes Cedex, France.
Mickaël
M
Jean
Jacques
J
Renault
Philippe
P
Uriac
Marc
M
Capet
Pierre
P
van de Weghe
D000085:Acetates / Q000737:chemistry*; D001965:Bromides / Q000737:chemistry*; D002384:Catalysis; D007659:Ketones / Q000138:chemical synthesis* / Q000737:chemistry*; D015394:Molecular Structure; D010165:Palladium / Q000737:chemistry*; D014753:Vinyl Compounds / Q000737:chemistry*
D000085:Acetates; D001965:Bromides; D007659:Ketones; D014753:Vinyl Compounds; D010165:Palladium