Substrate-Dependent Divergent Oxyamination of beta-Tetralones Enabling Modular Synthesis of 2-Amino-para- Iminonaphthoquinones and 4-Amino-1,2-Naphthoquinone Derivatives

A regioselective synthesis of 2-amino-para-iminonaphthoquinones and 4-amino-1,2-naphthoquinones was described via the substrate-dependent divergent multi-functionalization of beta-tetralone with primary and secondary amines under metal-free conditions. This developed strategy features extremely green and mild conditions (O-2 as oxidant, ethanol as solvent under ambient temperature), broad substrate scope, and various pharmaceutical derivatizations.

Automated summary

A regioselective synthesis of 2-amino-para-iminonaphthoquinones and 4-amino-1,2-naphthoquinones was achieved by the substrate-dependent divergent multi-functionalization of beta-tetralone with primary and secondary amines under metal-free conditions. This strategy offers environmentally friendly and mild reaction conditions (using O-2 as oxidant, ethanol as solvent at ambient temperature), and allows for a wide range of substrates and various pharmaceutical derivatizations.