Three pentahaloanilines were prepared by stepwise halogenation of 3, 5-difluoroaniline and were deaminated to form pentahalobenzenes. Alternatively, two pentahalobenzenes were obtained by lithiation followed by iodination of 1, 3-difluoro-4, 6-dihalobenzenes. Alkylthiolation reactions of pentahaloanilines and benzenes in Me2SO were investigated.
