The electrophilic amination of 2-fluorophenol, 4-fluorophenol, and 2-chlorophenol was observed to occur as a result of their treatment with diazenes 1-4 under mild reaction conditions in the presence of ZrCl4. The products originating from the 2-fluorophenol or 2- chlorophenol can be considered as “normal” products of amination. On the other hand, the 2- chloro-4-amino-substituted phenols obtained from the 4-fluorophenol seem to be formed ...