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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Main Authors: Alexander V. Aksenov, Dmitrii A. Aksenov, Igor A. Kurenkov, Alexander V. Leontiev, Nicolai A. Aksenov
Format: Article
Language:English
Published: MDPI AG 2023-06-01
Series:International Journal of Molecular Sciences
Subjects:
Online Access:https://www.mdpi.com/1422-0067/24/12/10213
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author Alexander V. Aksenov
Dmitrii A. Aksenov
Igor A. Kurenkov
Alexander V. Leontiev
Nicolai A. Aksenov
author_facet Alexander V. Aksenov
Dmitrii A. Aksenov
Igor A. Kurenkov
Alexander V. Leontiev
Nicolai A. Aksenov
author_sort Alexander V. Aksenov
collection DOAJ
description 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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spelling doaj.art-dedaff912f2945018029f67181a0471b2023-11-18T10:50:21ZengMDPI AGInternational Journal of Molecular Sciences1661-65961422-00672023-06-0124121021310.3390/ijms241210213A New, Convenient Way to Fully Substituted α,β-Unsaturated γ-Hydroxy ButyrolactamsAlexander V. Aksenov0Dmitrii A. Aksenov1Igor A. Kurenkov2Alexander V. Leontiev3Nicolai A. Aksenov4Department of Chemistry, North Caucasus Federal University, 1a Pushkin St., 355009 Stavropol, RussiaDepartment of Chemistry, North Caucasus Federal University, 1a Pushkin St., 355009 Stavropol, RussiaDepartment of Chemistry, North Caucasus Federal University, 1a Pushkin St., 355009 Stavropol, RussiaDepartment of Chemistry, North Caucasus Federal University, 1a Pushkin St., 355009 Stavropol, RussiaDepartment of Chemistry, North Caucasus Federal University, 1a Pushkin St., 355009 Stavropol, RussiaThe 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.https://www.mdpi.com/1422-0067/24/12/10213chalconescascade transformations5-hydroxy-3-pyrrolin-2-ones
spellingShingle Alexander V. Aksenov
Dmitrii A. Aksenov
Igor A. Kurenkov
Alexander V. Leontiev
Nicolai A. Aksenov
A New, Convenient Way to Fully Substituted α,β-Unsaturated γ-Hydroxy Butyrolactams
International Journal of Molecular Sciences
chalcones
cascade transformations
5-hydroxy-3-pyrrolin-2-ones
title A New, Convenient Way to Fully Substituted α,β-Unsaturated γ-Hydroxy Butyrolactams
title_full A New, Convenient Way to Fully Substituted α,β-Unsaturated γ-Hydroxy Butyrolactams
title_fullStr A New, Convenient Way to Fully Substituted α,β-Unsaturated γ-Hydroxy Butyrolactams
title_full_unstemmed A New, Convenient Way to Fully Substituted α,β-Unsaturated γ-Hydroxy Butyrolactams
title_short A New, Convenient Way to Fully Substituted α,β-Unsaturated γ-Hydroxy Butyrolactams
title_sort new convenient way to fully substituted α β unsaturated γ hydroxy butyrolactams
topic chalcones
cascade transformations
5-hydroxy-3-pyrrolin-2-ones
url https://www.mdpi.com/1422-0067/24/12/10213
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