Novel bromo-substituted 4-(2-hydroxyaryl)-5-methyl-2-(pyrrolidin-1-yl)-1,3-dithiol-2-ylium perchlorates have been synthesized by the heterocondensation of the corresponding 1-(2-hydroxyaryl)-1-oxopropan-2-yl dithiocarbamates. The latter compounds have been obtained from the reaction of the corresponding substituted a-bromopropiophenones with pyrrolidinium pyrrolidine-1-carbodithioate. The mesoionic 4-(2-pyrrolidinyl-1,3-dithiol-2-ylium-4-yl)phenolates have been obtained from the corresponding 1,3-dithiolium perchlorates under weak basic conditions. These compounds were characterized by NMR and MS spectrometry, UV-Vis and IR spectroscopy.