Bromination reaction of 2'-NHR-3,4-methylenedioxychalcone (1) and 2,3-dihydro-2-(3',4'-methylenedioxyphenyl)-4(1H)-quinolone (7) with bromine and N-bromosuccinimide are discussed. Depending on the character of the R group and on the reagent used nuclear or side-chain brominated or side-chain bromo-methoxylated products were obtained.