A diastereoselective synthesis of some new N-containing heterocyclic compounds, indeno-[2’’,1’’: 4’,5’]furo[3’,2’: 5,6]pyrido[2,3-d]pyrimidine-2,4,6(1H,3H)-trione derivatives, is presented. Products
were obtained in good to excellent yields by the reaction of amino(thio)uracils with 2-hydroxy-2-(3- oxobut-1-en-2-yl)-2H-indene-1,3-dione in AcOH under reflux conditions. Also, a simple and efficient method was introduced for the synthesis of 6-(2,3-dihydro-2-hydroxy-1,3-dioxo-1H-inden-2-yl)-5,8-dihydropyrido[2,3-d]pyrimidine-2,4,7(1H,3H,6H)-triones via the reaction of amino(thio)uracils and methyl 2-(2,3-dihydro-2-hydroxy-1,3-dioxo-1H-inden-2-yl)acrylate. The simple procedure and easy
work-up, high yields, short reaction times, and diastereoselectivity of the reaction are salient features of this method. The structural assignments are supported by 1H- and 13C-NMR, and X-ray crystallography data.