Arylation of α-(phenylthio)ketones with aryllead(IV) derivatives: application to the synthesis of 2-arylbenzofuran-3(2H)-one derivatives

Abstract

The reaction of aryllead(IV) triacetates with benzofuran-3(2H)-one 1 yields the 2,2-diarylated ketone or the monoarylated ketone with the hindered lead reagent 15. 2-Phenylthiobenzofuran3(2H)-one 2 was easily arylated with a wide range of aryllead reagents to give arylated ketones in 29–92% yields. α-Acetoxylation was observed only as a side reaction with hindered lead reagents, bearing ortho-substituents.