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Novel Epoxide Formation in the Reaction of 2-Bromo-3-methyl-1,4-naphthoquinone with 1,3-Propanedithiol. -Epoxide (III) is formed as the major product in the microwave-assisted reaction of naphthoquinone (I) with propanedithiol (II) in the presence of triethylamine. Molecular oxygen might be the source of the added oxygen in (III), an oxidation product of its precursor (V). Only a strong base such as triethylamine is able to abstract the methyl hydrogen of naphthoquinones leading to the formation of (V) as well as (III). On the other hand, performing this reaction at different temperatures leads to a different distribution of the reaction products. Beside the main products, in one case, formation of a spiro compound (VI) is observed. -(LAM, T. M.; LEE, C.; KATARDJIEFF, K.; OTSUKI*, T.; Bioorg. Med. Chem. Lett. 20 (2010) 24, 7226-7229, http://dx.