Mechanochemical Synthesis of 2‑Amino-1,4-naphthoquinones and Telescopic Synthesis of Lawsone.

ABSTRACT: A mechanochemical solvent-free synthesis of 2-amino-1,4-naphthoquinones was developed by the reaction of aromatic/aliphatic amines with naphthoquinone, and better yields were obtained with aromatic amines. The combination of sodium acetate as a base and silica as solid auxiliary grinding was crucial in most cases. The simplest 2-amino-1,4-naphthoquinone was prepared via mechanochemistry and under microwave heating (high yield) by applying the known combination of sodium azide/acetic acid. In the mechanochemical reaction of binucleophile 2-amino-4-methylphenol, a selectivity dependence was observed with applied frequency, and chemotherapeutic 10-methyl-benzo-[a]-phenoxazine-5-one was isolated as a minor product at a high frequency, which was alternatively synthesized via microwave from Laws

SUBMITTER: Sande I 

PROVIDER: S-EPMC12529405 | biostudies-literature | 2025 Oct

REPOSITORIES: biostudies-literature