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Title: Synthesis and structure of new 3,7-diazabicyclo[3.3.1]nonane derivatives
Authors: Dotsenko, V. V.
Доценко, В. В.
Keywords: 1,3,5-thiadiazines;3,7-Diazabicyclo[3.3.1]nonanes;3-cyano-1,4,5,6-tetrahydropyridin-2-olates;3-cyano-1,4,5,6-tetrahydropyridine-2-selenolates;3-cyano-1,4,5,6-tetrahydropyridine-2-thiolates;Aminomethylation;Dispidinates;Guareschi imides;Mannich reaction;X-ray diffraction analysis
Issue Date: 2016
Publisher: Springer New York LLC
Citation: Chigorina, E.A., Frolov, K.A., Dotsenko, V.V., Goloveshkin, A.S., Bushmarinov, I.S., Krivokolysko, S.G. Synthesis and structure of new 3,7-diazabicyclo[3.3.1]nonane derivatives // Russian Chemical Bulletin. - 2016. - Volume 65. - Issue 9. - Pages 2260-2269
Series/Report no.: Russian Chemical Bulletin
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
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