2-Arylthio-or 2-alkylthio-5-hydroxy-p-benzoquinones (XV-XXI) were easily synthesized by the oxidation of 4-arylthio-or 4-alkylthioresorcinols (VIII-XIV) with potassium nitrosodisulfonate. VIII-XIV were prepared from the sulfonium perchlorates (I-VII) synthesized by the reaction of resorcinol with sulfoxides. The structure of these hydroxybenzoquinones (XV-XXI) was elucidated. Further, the Thiele addition of acetic anhydride to 2-arylthio-or 2- ...