Polyfunctional3-alkyl-/ or 3-aryl-2,5-dihydroxy-1,4-naphthoquinones were prepared in one step from commercially available aldehydes (1)-(6). The reaction mechanism is basedon L-prolinecatalyzed three-componentreductive alkylation of2,5-dihydroxy-1,4-naphthoquinone (I) byaldehydes (1)-(6) with or without functional groups in the molecular structureandHEH (II) (Hantzsch Ester) [1]. Following the principle of such a reaction mechanism 2,5-dihydroxy-1,4- naphthoquinone(I) polyfunctional derivatives were synthesized with various aldehydes (1)-(6), which were very different in structure with additional groups that show on the Scheme 1. The innovation and originality of this method laid in the fact that it is possible to synthesize not only alkyl or aryl derivatives, but also some completely new compounds structurally similar to important natural biologically active compounds in medicinal practice.References. 1.Eliana E. Kim, Evans O. Onyango, Liangfeng Fu, Gordon W. Gribble: Synthesis of a monofluoro 3-alkyl-2-hydroxy-1,4- naphthoquinone: a potential anti-malarial drug. Tetrahedron Letters 56 (2015) 6707–6710.