Oxidation, bromination, and methylenation of carbazole and (E)-3-(2-phenylethenyl)carbazole with HBr/DMSO

M. S. Yusubov, E. A. Krasnokutskaya, V. D. Filimovov, L. F. Kovaleva

Research output: Contribution to journalArticlepeer-review


It is shown that oxidation of (E)-3-(2-phenylethenyl)-9-methylcarbazole with HBr/DMSO leads to the formation of 1-(6-bromo-9-methylcarbazol-3-yl)-2-phenylethane-1,2-dione. In the case of (E)-3-(2-phenylethenyl)carbazole, methylenation occurs with formation of 9,9′-bis[3-(2-phenylethane-1,2-dionyl)-6-bromocarbazolyl]methane in addition to oxidation of the double bond and bromination of the phenyl ring. This reagent can also be successfully used for the preparative bromination and methylenation of certain carbazoles.

Original languageEnglish
Pages (from-to)1260-1263
Number of pages4
JournalChemistry of Heterocyclic Compounds
Issue number11
Publication statusPublished - Nov 1992

ASJC Scopus subject areas

  • Organic Chemistry

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