Diastereoselective and Efficient Synthesis of Indeno[2’’,1’’: 4’,5’]furo[3’,2’:5,6]pyrido[2,3-d]pyrimidine-2,4,6(1H,3H)-trione and 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)-trione Derivatives, By Mohammad Reza Mohammadizadeh

Research

Title	Diastereoselective and Efficient Synthesis of Indeno[2’’,1’’: 4’,5’]furo[3’,2’:5,6]pyrido[2,3-d]pyrimidine-2,4,6(1H,3H)-trione and 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)-trione Derivatives
Type	Article
Keywords	—
Journal	HELVETICA CHIMICA ACTA
DOI	—
Researchers	Dariush Saberi (First researcher) , Mohammad Reza Mohammadizadeh (Second researcher) ,

Abstract

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.