Email this article Nitrosation of adamantyl dichlorocyclopropanes as a new approach to adamantyl isoxazoles
- Authors: Bondarenko O.B.1, Baimuratov M.R.2, Klimochkin Y.N.2, Zyk N.V.1,3
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Affiliations:
- Department of Chemistry, M. V. Lomonosov Moscow State University
- Samara State Technical University
- Institute of Physiologically Active Compounds, Russian Academy of Sciences
- Issue: Vol 66, No 2 (2017)
- Pages: 376-378
- Section: Brief Communications
- URL: https://ogarev-online.ru/1066-5285/article/view/240113
- DOI: https://doi.org/10.1007/s11172-017-1744-5
- ID: 240113
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Abstract
Nitrosation of 2-(1-adamantylmethyl)-1,1-dichlorocyclopropane with either adduct NOCl•(SO3)n or nitrosonium tetrafluoroborate gives 3- and 4-(1-adamantylmethyl)-5-chloroisoxazoles in good yields. The presence of a linker between cyclopropane ring and adamantane moiety is essential for enabling nitrosation—heterocyclization of adamantyl 1,1-dichlorocyclopropanes.
About the authors
O. B. Bondarenko
Department of Chemistry, M. V. Lomonosov Moscow State University
Author for correspondence.
Email: bondarenko@org.chem.msu.ru
Russian Federation, Build. 3, 1 Leninskie Gory, Moscow, 119991
M. R. Baimuratov
Samara State Technical University
Email: bondarenko@org.chem.msu.ru
Russian Federation, 244 ul. Molodogvardeiskaya, Samara, 443100
Yu. N. Klimochkin
Samara State Technical University
Email: bondarenko@org.chem.msu.ru
Russian Federation, 244 ul. Molodogvardeiskaya, Samara, 443100
N. V. 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
Russian Federation, Build. 3, 1 Leninskie Gory, Moscow, 119991; 1 Severnyi proezd, Chernogolovka, Moscow Region, 142432
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