SYNTHESIS AND ELECTROPHILIC TRICHLOROMETHYLATION OF 2,4-DIALKYLTHIOPHENES. SOME TRANSFORMATIONS OF 2,4-DI-tert-BUTYL-5-(TRICHLOROMETHYL)THIOPHENE

Article abstract of DOI:10.1007/BF00534263

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-tert-butyl-thiophene. We studied the reaction of 2,4-di-tert-butyl-5-(trichloromethyl)thiophene with some O- and N-nucleophiles.