NUCLEOPHILIC SUBSTITUTION OF PENTAFLUOROBENZENES WITH IMIDAZOLE

Article abstract of DOI:10.1016/S0022-1139(00)81642-5

The imidazole substitution of pentafluorobenzenes (C6F5R : R = CN, NO2, CO2C2H5, CHO, I, Br, Cl, H) occurred mainly at the para-position to R and corresponding 1-(4'-R-tetrafluorophenyl)imidazoles were obtained in good yields.The reactivity varied markedly with the substituents: nitro- or cyanopentafluorobenzene easily reacted at ambient temperature without any bases; however, methyl- or methoxypentafluorobenzene failed to react even at 100 degC in the presence of a strong base.