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

Результат исследований: Материалы для журналаСтатья

Выдержка

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.

Язык оригиналаАнглийский
Страницы (с-по)1260-1263
Число страниц4
ЖурналChemistry of Heterocyclic Compounds
Том28
Номер выпуска11
DOI
СостояниеОпубликовано - ноя 1992

Отпечаток

Dimethyl Sulfoxide
Carbazoles
Oxidation
Methane
carbazole
N-methylcarbazole

ASJC Scopus subject areas

  • Organic Chemistry

Цитировать

Oxidation, bromination, and methylenation of carbazole and (E)-3-(2-phenylethenyl)carbazole with HBr/DMSO. / Yusubov, M. S.; Krasnokutskaya, E. A.; Filimovov, V. D.; Kovaleva, L. F.

В: Chemistry of Heterocyclic Compounds, Том 28, № 11, 11.1992, стр. 1260-1263.

Результат исследований: Материалы для журналаСтатья

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abstract = "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.",
author = "Yusubov, {M. S.} and Krasnokutskaya, {E. A.} and Filimovov, {V. D.} and Kovaleva, {L. F.}",
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T1 - Oxidation, bromination, and methylenation of carbazole and (E)-3-(2-phenylethenyl)carbazole with HBr/DMSO

AU - Yusubov, M. S.

AU - Krasnokutskaya, E. A.

AU - Filimovov, V. D.

AU - Kovaleva, L. F.

PY - 1992/11

Y1 - 1992/11

N2 - 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.

AB - 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.

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