Mechanochemistry-driven solvent-free synthesis of biologically relevant diversely substituted 2-amino-1,4-naphthoquinones

Abstract

We, herein, present a practical and straightforward alternative mechanochemistry-driven strategy for the regioselective amination of biologically promising 1,4-naphthoquinone scaffolds to access functionalised 2-amino-1,4-naphthoquinones under additive- and solvent-free conditions. The notable features of the present method are solvent-free synthesis, avoidance of any additive and heating, broad substrate scope, good yields, shorter reaction times (in minutes), reusability of the solid surface, gram-scale synthesis, a clean reaction profile, and operational simplicity. In addition, a series of new selenylated derivatives of some selected 2-amino-1,4-naphthoquinones were prepared as part of an extended synthetic application.