Abstract Dissolution of N-iodosuccinimide in sulfuric acid gives rise to electrophilic iodine- containing species which are capable of successfully iodinating aromatic compounds with electron-withdrawing substituents in the temperature range from 0 to 20° C. The iodination in sulfuric acid is effected by both protonated N-iodosuccinimide and IOS (O)(OH+) OH intermediate.