Abstract

A versatile approach for the synthesis of [1,2,4]triazolodipyrimidinones with various annulations of the triazole and pyrimidine rings was developed. The isomeric triazolodipyrimidinones were obtained by the stepwise condensation of partially hydrogenated [1,2,4]triazolo[1,5-a]pyrimidin-2-amines with β-ketoesters or diethyl ethoxymethylenemalonate, alkoxy base-mediated cyclization of the enamines, and subsequent cascade rearrangement of the 10-oxo-[1,2,4]triazolo[1,5-a:4,3-a′]dipyrimidines.

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