Oxidative Assistance in the Conversion of α-Iodoketones to α-Ketols

Article abstract of DOI:10.1055/s-1988-27774

Treatment with bis(trifluoroacetoxy)iodobenzene (2) followed by hydrolysis converted five phenacyl iodides 1a-e to phenacyl alcohols 8a-d, 9 but failed to convert exo-3-iodonorbornan-2-one (10) and 2-iodocyclohexanone (11) to α-ketols.Iodinations by proposed intermediate trifluoroacetoxy iodide (5) were assumed to explain the formation of p-diiodobenzene (7) and 2-hydroxy-1-(3'-iodo-4'-methoxyphenyl)ethanone (9).