PALLADIUM-CATALYZED SYNTHESIS OF AROMATIC ACID DERIVATIVES BY CARBONYLATION OF ARYL IODIDES AND Alk3SnNu (Nu = MeO, Et2N, PhS, EtS)

Article abstract of DOI:10.1016/0022-328X(85)87385-X

Carbonylation of the ArI/Alk3SnNu system (Nu = MeO, Et2N), leading to esters and amides of substituted benzoic acids, occurs readily in the presence of phosphinepalladium complexes.When Nu = PhS and EtS either a cross-coupling product (Ar = p-NO2C6H4) or a carbonylation product (Ar = Ph) is formed predominantly, depending on the nature of ArI.Stoichiometric reactions of ArPdI(PPh3)2 with carbon monoxide, resulting in acylpalladium complexes, and reactions of ArCOPdI(PPh3)2 with Alk3SnNu have been studied.Some mechanistic aspects are discussed.