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Synthesis of tert-butyl- and trifluoroacetyl-substituted carbazoles

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Chemistry of Heterocyclic Compounds Aims and scope

Abstract

It has been shown that carbazole and its N-alkyl substituted derivatives are readily alkylated by a mixture of t-BuOH-CF3COOH to form 1,3,6,8-tetra- and 3,6-di(tert-butyl)-substituted carbazoles, respectively. Trifluoroacetylation of these compounds leads to 1-trifluoroacetylated compounds but 1,3,6,8-tetra(tert-butyl)carbazole undergoes ipso- substitution to form the 3-trifluoroacetyl derivative.

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Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 2, pp. 187–189, February, 1990.

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Moskalev, N.V. Synthesis of tert-butyl- and trifluoroacetyl-substituted carbazoles. Chem Heterocycl Compd 26, 158–160 (1990). https://doi.org/10.1007/BF00499409

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  • DOI: https://doi.org/10.1007/BF00499409

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