Transformations of gem-dibromoarylcyclopropanes under nitrosation conditions on treatment with NOCl·(SO3)n
- Autores: Bondarenko O.B.1, Gavrilova A.Y.1, Nikolaeva S.N.1, Zyk N.V.1,2
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Afiliações:
- Department of Chemistry, M. V. Lomonosov Moscow State University
- Institute of Physiologically Active Compounds, Russian Academy of Sciences
- Edição: Volume 65, Nº 5 (2016)
- Páginas: 1225-1231
- Seção: Full Articles
- URL: https://ogarev-online.ru/1066-5285/article/view/238064
- DOI: https://doi.org/10.1007/s11172-016-1439-3
- ID: 238064
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Resumo
The reaction of 2-aryl-1,1-dibromocyclopropanes with adduct NOCl·(SO3)n leading to 3-aryl-5-bromoisoxazoles as a result of nitrosation—heterocyclization of the cyclopropane ring was studied. The reaction is accompanied with electrophilic aromatic bromination. The mechanism of the transformation was discussed, the optimal reaction conditions to enhance the reaction selectivity were developed.
Sobre autores
O. Bondarenko
Department of Chemistry, M. V. Lomonosov Moscow State University
Autor responsável pela correspondência
Email: bondarenko@org.chem.msu.ru
Rússia, 1 Leninskie Gory, Moscow, 119992
A. Gavrilova
Department of Chemistry, M. V. Lomonosov Moscow State University
Email: bondarenko@org.chem.msu.ru
Rússia, 1 Leninskie Gory, Moscow, 119992
S. Nikolaeva
Department of Chemistry, M. V. Lomonosov Moscow State University
Email: bondarenko@org.chem.msu.ru
Rússia, 1 Leninskie Gory, Moscow, 119992
N. Zyk
Department of Chemistry, M. V. Lomonosov Moscow State University; Institute of Physiologically Active Compounds, Russian Academy of Sciences
Email: bondarenko@org.chem.msu.ru
Rússia, 1 Leninskie Gory, Moscow, 119992; 1 Severnyi proezd, Chernogolovka, Moscow Region, 142432
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