Conversion of 6-Phenylimino-2H-thiopyran-4-amines to 1-Phenyl-2,3-dihydro-4(1H)-pyridinones

Article abstract of DOI:10.1007/BF00807066

6-Phenylimino-3,6-dihydro-2H-thiopyran-4-amines (1) were converted to 1-phenyl-5,6-dihydropyridine-2(1H)-thiones (3).Those were alkylated and hydrolyzed, thus yielding 6-methylthio-1-phenyl-2,3-dihydro-4(1H)-pyridinones (5).Finally, the methylthio group was removed with Raney nickel giving the title compounds 6.The relative configurations of the formed diastereomeric dihydropyridinones have been investigated by NOE measurements. - Keywords: Dihydropyridine-2(1H)-thiones; Dihydrothiopyran-4-amines; 1-Phenyl-2,3-dihydro-4(1H)-pyridinones; Tetrahydropyridiniumiodides