The 2-amino-4,5-dihydrofuran-3,4-dicarbonitriles (1aâ f) were thermally aromatized to the 2-aminofuran-3-carbonitriles (2aâ f) which, in turn, underwent photoxidative ring transformation into the 2,5-dihydro-5-hydroxy-2-oxopyrrole-3-carbonitriles (3bâ e). Mild acidic hydrolysis of the 2-amino-4,5-dihydrofuran-3,4-dicarbonitriles (1aâ g) led to the tetrahydro-2-oxofuran-3,4-dicarbo-nitriles (4aâ g). The representative compound (4a) was converted into the 2,5-dihydro-2-oxofuran-3-carbonitrile (5) or further transformed into the 3,3a-dihydrofuro[3,4-c]pyrrole-1,4,6-trione (6).