Synthesis and structure of new 3,7-diazabicyclo[3.3.1]nonane derivatives
- Authors: Chigorina E.A.1, Frolov K.A.2,3, Dotsenko V.V.3,4,5, Goloveshkin A.S.6, Bushmarinov I.S.6, Krivokolysko S.G.2,3
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Affiliations:
- State Scientific-Research Institute of Chemical Reagents and High Purity Substances (FSUE IREA)
- Lugansk State Medical University
- ChemEx Laboratory, Vladimir Dal´ Lugansk State University
- Kuban State University
- North Caucasus Federal University
- A. N. Nesmeyanov Institute of Organoelement Compounds, Russian Academy of Sciences
- Issue: Vol 65, No 9 (2016)
- Pages: 2260-2269
- Section: Full Articles
- URL: https://journals.rcsi.science/1066-5285/article/view/238976
- DOI: https://doi.org/10.1007/s11172-016-1576-8
- ID: 238976
Cite item
Abstract
Aminomethylation of triethylammonium 4-aryl-3,5-dicyano-6-oxo-1,4,5,6-tetrahydropyridin-2-olates and their sulfur and selenium analogs, as well as the structure of formed products, were studied in details. The reaction is of general character and leads to the formation of 7-substituted 9-aryl-2,4-dioxo-, 9-aryl-4-oxo-2-thioxo-, 9-aryl-4-oxo-2-selenoxo-3,7-diazabicyclo[3.3.1]nonane derivatives or their salts. The structures of ethyl 9-(2-chlorophenyl)-5-cyano-7-(4-methylphenyl)-2-oxo-4-thioxo-3,7-diazabicyclo[3.3.1]nonane-1-carboxylate (as a complex with N-methylmorpholine) and triethylammonium salt of 7-benzyl-4-oxo-2-selenoxo-9-(2-thienyl)-3,7-diazabicyclo[3.3.1]nonane-1,5-dicarbonitrile were studied by X-ray crystallography.
About the authors
E. A. Chigorina
State Scientific-Research Institute of Chemical Reagents and High Purity Substances (FSUE IREA)
Author for correspondence.
Email: echigorina@mail.ru
Russian Federation, 3 ul. Bogorodsky val, Moscow, 107076
K. A. Frolov
Lugansk State Medical University; ChemEx Laboratory, Vladimir Dal´ Lugansk State University
Email: echigorina@mail.ru
Ukraine, 1g kv. 50-letiya oborony, Luganska, Lugansk, 91045; Build. 7, 20a kv., Molodezhnyi, Lugansk, 91034
V. V. Dotsenko
ChemEx Laboratory, Vladimir Dal´ Lugansk State University; Kuban State University; North Caucasus Federal University
Email: echigorina@mail.ru
Ukraine, Build. 7, 20a kv., Molodezhnyi, Lugansk, 91034; 149 ul. Stavropol´skaya, Krasnodar, 350040; 1A ul. Pushkina, Stavropol´, 355009
A. S. Goloveshkin
A. N. Nesmeyanov Institute of Organoelement Compounds, Russian Academy of Sciences
Email: echigorina@mail.ru
Russian Federation, 28 ul. Vavilova, Moscow, 119991
I. S. Bushmarinov
A. N. Nesmeyanov Institute of Organoelement Compounds, Russian Academy of Sciences
Email: echigorina@mail.ru
Russian Federation, 28 ul. Vavilova, Moscow, 119991
S. G. Krivokolysko
Lugansk State Medical University; ChemEx Laboratory, Vladimir Dal´ Lugansk State University
Email: echigorina@mail.ru
Ukraine, 1g kv. 50-letiya oborony, Luganska, Lugansk, 91045; Build. 7, 20a kv., Molodezhnyi, Lugansk, 91034