Abstract The reaction of 2-arylsulphanyl-1, 4-napththoquinone with aromatic thiols and sodium dithionate leads to bis-2, 3-(arylsulphanyl) naphthalene-1, 4-diols in high yield. Corresponding oxidized products, namely 2, 3-diarylsulphanyl-1, 4-naphthoquinones, are prepared in near quantitative yield by a copper (II)-catalyzed aerial oxidation reaction of bis- 2, 3-(arylsulphanyl) naphthalene-1, 4-diols under mild condition.