A New, Convenient Way to Fully Substituted α,β-Unsaturated γ-Hydroxy Butyrolactams

The synthesis of novel, highly functionalized 5-hydroxy 3-pyrrolin-2-ones via a two-step procedure involving an addition reaction between KCN and corresponding chalcones, followed by ring condensation of the obtained β-cyano ketones with het(aryl)aldehydes under basic conditions is described. This p...

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Published inInternational journal of molecular sciences Vol. 24; no. 12; p. 10213
Main Authors Aksenov, Alexander V., Aksenov, Dmitrii A., Kurenkov, Igor A., Leontiev, Alexander V., Aksenov, Nicolai A.
Format Journal Article
LanguageEnglish
Published Switzerland MDPI AG 16.06.2023
MDPI
Subjects
Aldehydes
Chromatography
Glucose
Humans
Ketones
Methods
Solvents
chalcones
5-hydroxy-3-pyrrolin-2-ones
cascade transformations
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Summary:The synthesis of novel, highly functionalized 5-hydroxy 3-pyrrolin-2-ones via a two-step procedure involving an addition reaction between KCN and corresponding chalcones, followed by ring condensation of the obtained β-cyano ketones with het(aryl)aldehydes under basic conditions is described. This protocol enables the preparation of various 3,5-di-aryl/heteroaryl-4-benzyl substituted α,β-unsaturated γ-hydroxy butyrolactams, which are subjects of significant interest to synthetic organic and medicinal chemistry.
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ISSN:1422-0067
1661-6596
1422-0067
DOI:10.3390/ijms241210213