Abstract
The nitro group in 1-(pentafluorophenyl)-2-nitroalkanols is reduced selectively to a hydroxylamino or amino group by controlled potential electrochemical reduction. The pentafluoro-phenylaminoalkanols cyclize readily on heating in dimethylformamide to give homologs of 4,5,6,7-tetrafluoroindole. It is shown that the intermediate in the cyclization of 1-pentafluorophenyl-2-aminoethanol is 3-hydroxy-4,5,6,7-tetrafluoroindoline. Cyclization of 1-pentafluorophenyl-2-hydroxyaminoethanol gave 1,3 -dihydroxy-4,5,6,7-tetrafluoroindoline.
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Translated from Khimiya Geterotsiklicheskikh Soedinenii, Vol. 6, No. 5, pp. 622–625, May, 1970.
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Petrov, V.P., Barkhash, V.A. Cyclization of 1-(pentafluorophenyl)-2- aminoalkanols. Chem Heterocycl Compd 6, 573–576 (1970). https://doi.org/10.1007/BF00500676
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DOI: https://doi.org/10.1007/BF00500676