In previous works, reactivity of 3-nitropyridine acting as an electrophilic dienophile in polar Diels-Alder (P-DA) reactions with different dienes of increased has been theoretically studied using DFT methods observing that this aromatic heterocyclic system would suffer cycloadditions reaching isoquinoleine derivatives. The present DFT study establishes to continue with the computational calculation in this kind of systems, now using quinolines as dienes (azadienes) facing nitrofuran derivatives to get aza-compounds that can be used as precursors in organic chemical synthesis of biologically active molecules. Analysis of the DFT reactivity indices at the ground state of the reagents correctly explains the reactivity and regioseletivity of these P-DA reactions. Reaction mechanisms were also evaluated.