Synthesis of substituted 2-phenyl-4-piperidinones from styryl ?-dimethylaminoethyl ketones and their steric structure

Autor:	B. V. Unkovskii, T. D. Sokolova, M. Yu. D'yakov, A. S. Moskovkin, A. V. Peretokin
Rok vydání:	1991
Předmět:	chemistry.chemical_classification Steric effects Ammonia chemistry.chemical_compound Aqueous solution 13c nmr spectroscopy Ketone chemistry Organic Chemistry Organic chemistry Molecule Ring (chemistry) Medicinal chemistry
Zdroj:	Chemistry of Heterocyclic Compounds. 27:183-186
ISSN:	1573-8353 0009-3122
DOI:	10.1007/bf00476754
Popis:	The difficultly obtainable substituted 2-phenyl-4-piperidinones were synthesized by the reaction of styryl Β-dimethylaminoethyl ketone hydrochlorides with aqueous solutions of ammonia or alkylamines. It was found using 1H and 13C NMR spectroscopy methods that the cyclization process proceeds with the formation of pure stereoisomers of 4-piperidones with an equatorial disposition of all the substituents in the ring. The temperature for performing the cyclization is dependent on the number and position of the methyl substituents in the molecule of the starting substituted styryl Β-dimethylaminoethyl ketones.
Databáze:	OpenAIRE
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