Abstract The method for difluoromethylation of parent azoles, namely pyrrole, 1,2,3-triazole, 1,2,4-triazole and tetrazole was developed. Difluorometylation of pyrrole and 1,2,3-triazole was performed by action of chlorodifluoromethane. Sodium chlorodifluoroacetate was used as a difluoromethylation agent for 1,2,4-triazole and tetrazole. N-Difluoromethyl derivatives of pyrrole, 1,2,3- and 1,2,4- triazoles were synthesized in moderate to good yields in a multigram scale. N-difluoromethyltetrazole was obtained in a low yield.