Chlorination of 2-substituted 1-hydroxyindoles
- Autores: Chirkova Z.1, Kabanova M.1, Filimonov S.1, Samet A.2, Stashina G.2, Sudzilovskaya T.1
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Afiliações:
- Yaroslavl State Technical University
- N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences
- Edição: Volume 67, Nº 6 (2018)
- Páginas: 1083-1087
- Seção: Full Articles
- URL: https://journals.rcsi.science/1066-5285/article/view/242635
- DOI: https://doi.org/10.1007/s11172-018-2184-6
- ID: 242635
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Resumo
Chlorination of 1-hydroxyindole-5,6-dicarbonitriles and 1-hydroxypyrrolo[3,4-f]indole-5,7(1H,6H)-diones with N-chlorosuccinimide afforded previously unknown 3,3-dichloro-3Hindole 1-oxides instead of the expected 3-chloro-1-hydroxyindoles. The latter, however, were prepared in good yields by treatment of the above 3,3-dichloro-3H-indole 1-oxides with piperidine in ethanol. Reduction of 3,3-dichloro-5,6-dicyano-3H-indole 1-oxides with Zn in AcOH yielded the corresponding 3-chloroindole-5,6-dicarbonitriles.
Sobre autores
Zh. Chirkova
Yaroslavl State Technical University
Autor responsável pela correspondência
Email: chirkovazhv@ystu.ru
Rússia, 88 Moskovskii prosp., Yaroslavl, 150023
M. Kabanova
Yaroslavl State Technical University
Email: chirkovazhv@ystu.ru
Rússia, 88 Moskovskii prosp., Yaroslavl, 150023
S. Filimonov
Yaroslavl State Technical University
Email: chirkovazhv@ystu.ru
Rússia, 88 Moskovskii prosp., Yaroslavl, 150023
A. Samet
N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences
Email: chirkovazhv@ystu.ru
Rússia, 47 Leninsky prosp., Moscow, 119991
G. Stashina
N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences
Email: chirkovazhv@ystu.ru
Rússia, 47 Leninsky prosp., Moscow, 119991
T. Sudzilovskaya
Yaroslavl State Technical University
Email: chirkovazhv@ystu.ru
Rússia, 88 Moskovskii prosp., Yaroslavl, 150023