A novel approach to the synthesis of substituted 5-amino-4cyanochromeno[4,3,2-de][1,6]naphthyridine-1-carboxylates from a wide range of substituted 2-hydroxybenzaldehydes with alkyl 3-oxo-3-substituted propanoates and malononitrile was investigated via propionic acid-promoted cascade Knoevenagel condensation/Michael addition/intramolecularly nucleophilic addition accompanied by oxidative aromatization. This procedure provided a highly efficient and facile route to functionalized chromenonaphthyridines from readily available substrates under mild reaction conditions.