“…26 Moreover, synthesis of aminonaphthoquinone Mannich base derivatives, as an interesting class of naphthoquinones, by multicomponent reactions of lawsone with a non-enolizable aldehyde and a primary or secondary amine via the Mannich reaction and their metal complexes using different conditions, and applications of these compounds has been reviewed. 27 Considering the above points, and also in continuation of our interest on the synthesis of different kinds of heterocyclic compounds based on MCRs, 28 herein we wish to report one-pot three-component synthesis of new lawsone enaminones from lawsone, triethyl orthoformate and aromatic amines in the presence of guanidinium chloride under solvent-free conditions and investigation of their Z/E(C]C)-isomerization in DMSO-d 6 at room temperature by 1 H-NMR spectroscopy. To the best of our knowledge, there are no reports available for the synthesis of lawsone enaminone derivatives in the literature.…”