The ozonation reactions of benzo and dibenzo derivatives of pyrrole, furan, and thiophene in acetic acid solution have been studied. Peroxide compounds have been detected as the products. The mechanism of ozone interaction with these hetarenes has been proposed. The kinetics of ozonolytic reactions of benzologues of five-membered aromatic heterocycles (hetarenes) have been investigated. The reaction of ozone with the hetarenes obeys the bimolecular rate law and has the first order in each reactant. The effective rate constants and experimental stoichiometric coefficients for ozone have been found.