Insertion of Carbon Monoxide into Allylic Carbon-Sulfur Bonds Catalyzed by Palladium and Ruthenium Complexes

Article abstract of DOI:10.1021/jo00122a045

The metal complex-catalyzed insertion of carbon monoxide into the C-S bond of various allylic sulfides affords thioesters in up to 88percent yield.The reaction is catalyzed by various palladium complexes, with concomitant isomerization of the olefin into conjugation with the carbonyl group.In these cases, only the trans isomer was detected by 1H NMR spectroscopy.Ruthenium complexes also catalyzed the carbonylation but the initially formed β,γ-thioester was not isomerized.