Based on the convergent strategy shown in scheme 4, the reductive amination of 2b using various aliphatic aldehydes in the presence of NaBH(OAc)3 led to corresponding 1,4dimethoxynaphthalene derivatives 10a-f in good yields. Final oxidative demethylation with an excess of BCl3 gave 1,4-naphthoquinones 11a-f with yields ranging from 32 to 89%. Piperazines are particularly well represented in the design of biologically active compounds (antibacterial, anticancer, antiparasitic). properties, the easy functionalization of the nitrogen atoms, aimed at preserving or eliminating their basicity and their drug-target interactions. However, these interactions can be refined and optimized by the use of carefully chosen or designed piperazine analogues (bioisostere or not).