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.
Jean
Mickaël
M
EA Substances Lichéniques et Photoprotection, Faculté de Pharmacie, Université de Rennes 1, 2 avenue du Professeur Léon Bernard, F-35043 Rennes Cedex, France.
Renault
Jacques
J
Uriac
Philippe
P
Capet
Marc
M
van de Weghe
Pierre
P
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