Reaction of benzoylpyruvate with a mixture of aromatic aldehydes and p-phenylenediamine

Reactions of benzoylpyruvate with a mixture of aromatic aldehydes and aromatic diamines, p-phenylenediamine or benzidine in a 1:1:1 molar ratio, afforded 1-(4-aminophenyl)-5-aryl-4-benzoyl-3-hydroxy-2,5-dihydro-1H-pyrrol-2-ones (1a-c) and 1-(4?-aminobiphen-4-yl)-5-aryl-4-benzoyl-3-hydroxy-2,5-dihydro-1H-pyrrol-2-ones (2a-c). 1,4-bis(5-aryl-4-benzoyl-3-hydroxy-2-oxo-2,5-dihydro-1H-pyrrol-1-yl)benzenes (3a-c) and 4,4?-bis(5-aryl-4-benzoyl-3-hydroxy-2-oxo-2,5-dihydro-1H-pyrrol-1-yl)biphenyls (4a-c) were produced via similar reaction in a 2:2:1 molar ratio. The structure of the resulted products was confirmed by determination of the melting point and spectrophotometric techniques such as IR and 1H-NMR, in some cases by using 13C-NMR spectroscopy.