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Synthesis and electrophilic trichloromethylation of 2,4-dialkylthiophenes. Some transformations of 2,4-di-tert-butyl-5-(trichloromethyl)thiophene

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Chemistry of Heterocyclic Compounds Aims and scope

Abstract

The disproportionation products of the C-protonation of 5-tert-butyl-2-methyl- and 2-ethylthiophene first give 4-tert-butyl-2-methyl- and 2-ethylthiophene. We studied the electrophilic trichloromethylation of a series of 2,4-dialkyl thiophenes and showed that the reaction goes smoothly only for the most sterically hindered 2,4-di-tertbutyl-thiophene. We studied the reaction of 2,4-di-tert-butyl-5-(trichloromethyl)thiophene with some O- and N-nucleophiles.

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Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 8, pp. 1040–1045, August, 1993.

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Belen'kii, L.I., Gromova, G.P. & Krayushkin, M.M. Synthesis and electrophilic trichloromethylation of 2,4-dialkylthiophenes. Some transformations of 2,4-di-tert-butyl-5-(trichloromethyl)thiophene. Chem Heterocycl Compd 29, 883–888 (1993). https://doi.org/10.1007/BF00534263

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  • DOI: https://doi.org/10.1007/BF00534263

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