Trifluoroacetylation of 9-methylcarbazole. 2. Peculiarities of the reaction due to the presence of trifluoroacetic acid

A satisfactory model of the intermediate in the formation of polyaryltrifluoromethylmethanes in the trifluoroacetylation of 9-methylcarbazole is 1,1,1-trifluoro-2,2-bis(9-methyl-3-carbazolyl)-2-hydroxyethane. The kinetic isotope effect of the reaction was evaluated. It is shown that the rate of the reaction is determined by the formation of a complex. The trifluoromethylation of 9-methyl-carbazole at 110C is accompanied by demethylation of the substrate under the influence of trifluoroacetic acid.See [1] for communication 1.Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 3, pp. 329–336, March, 1987.