Abstract
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 σ complex. The trifluoromethylation of 9-methyl-carbazole at 110‡C is accompanied by demethylation of the substrate under the influence of trifluoroacetic acid.
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Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 3, pp. 329–336, March, 1987.
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Moskalev, N.V., Sirotkina, E.E. Trifluoroacetylation of 9-methylcarbazole. 2. Peculiarities of the reaction due to the presence of trifluoroacetic acid. Chem Heterocycl Compd 23, 275–281 (1987). https://doi.org/10.1007/BF00761983
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DOI: https://doi.org/10.1007/BF00761983