Palladium-Catalyzed Carboxylation of Vinyl Triflates. Electrosynthesis of α, β-Unsaturated Carboxylic Acids

Article abstract of DOI:10.1055/s-1997-3241

The electrocarboxylation of vinyl triflates performed with carbon dioxide and a catalytic amount of PdCl₂(PPh₃)₂ affords α,β-unsaiurated carboxylic acids. The reactivity of vinyl triflates has been reversed in the presence of an electron source, since they now react with electrophiles. The reaction proceeds by an activation of the C-O bond of the vinyl triflate by a palladium(O) complex followed by an activation by electron transfer, of the vinylpalladium(II) complex formed in the oxidative addition.