A Review of the Synthetic Strategies toward Dihydropyrrolo[1,2-<em>a</em>]Pyrazinones

Dihydropyrrolo[1,2-<i>a</i>]pyrazinone rings are a class of heterocycles present in a wide range of bioactive natural products and analogues thereof. As a direct result of their bioactivity, the synthesis of this privileged class of compounds has been extensively studied. This review pro...

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Main Authors: Pieterjan Winant, Tomas Horsten, Shaiani Maria Gil de Melo, Flavio Emery, Wim Dehaen
Format: Article
Language:English
Published: MDPI AG 2021-06-01
Series:Organics
Subjects:
Online Access:https://www.mdpi.com/2673-401X/2/2/11
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spelling doaj-deb4e6adae474dd4a017c6ba960015a32021-07-15T15:43:15ZengMDPI AGOrganics2673-401X2021-06-0121111814110.3390/org2020011A Review of the Synthetic Strategies toward Dihydropyrrolo[1,2-<em>a</em>]PyrazinonesPieterjan Winant0Tomas Horsten1Shaiani Maria Gil de Melo2Flavio Emery3Wim Dehaen4Molecular Design and Synthesis, Department of Chemistry, KU Leuven, Celestijnenlaan 200F, 3001 Leuven, BelgiumMolecular Design and Synthesis, Department of Chemistry, KU Leuven, Celestijnenlaan 200F, 3001 Leuven, BelgiumDepartment of Pharmaceutical Sciences, School of Pharmaceutical Sciences at Ribeirao Preto of the University of Sao Paulo, Ribeirao Preto 14040903, SP, BrazilDepartment of Pharmaceutical Sciences, School of Pharmaceutical Sciences at Ribeirao Preto of the University of Sao Paulo, Ribeirao Preto 14040903, SP, BrazilMolecular Design and Synthesis, Department of Chemistry, KU Leuven, Celestijnenlaan 200F, 3001 Leuven, BelgiumDihydropyrrolo[1,2-<i>a</i>]pyrazinone rings are a class of heterocycles present in a wide range of bioactive natural products and analogues thereof. As a direct result of their bioactivity, the synthesis of this privileged class of compounds has been extensively studied. This review provides an overview of these synthetic pathways. The literature is covered up until 2020 and is organized according to the specific strategies used to construct the scaffold: fusing a pyrazinone to an existing pyrrole, employing a pyrazinone-first strategy, an array of multicomponent reactions and some miscellaneous reactions.https://www.mdpi.com/2673-401X/2/2/11pyrrolepyrazinoneheterocyclenatural productcycloadditionmulticomponent reaction
collection DOAJ
language English
format Article
sources DOAJ
author Pieterjan Winant
Tomas Horsten
Shaiani Maria Gil de Melo
Flavio Emery
Wim Dehaen
spellingShingle Pieterjan Winant
Tomas Horsten
Shaiani Maria Gil de Melo
Flavio Emery
Wim Dehaen
A Review of the Synthetic Strategies toward Dihydropyrrolo[1,2-<em>a</em>]Pyrazinones
Organics
pyrrole
pyrazinone
heterocycle
natural product
cycloaddition
multicomponent reaction
author_facet Pieterjan Winant
Tomas Horsten
Shaiani Maria Gil de Melo
Flavio Emery
Wim Dehaen
author_sort Pieterjan Winant
title A Review of the Synthetic Strategies toward Dihydropyrrolo[1,2-<em>a</em>]Pyrazinones
title_short A Review of the Synthetic Strategies toward Dihydropyrrolo[1,2-<em>a</em>]Pyrazinones
title_full A Review of the Synthetic Strategies toward Dihydropyrrolo[1,2-<em>a</em>]Pyrazinones
title_fullStr A Review of the Synthetic Strategies toward Dihydropyrrolo[1,2-<em>a</em>]Pyrazinones
title_full_unstemmed A Review of the Synthetic Strategies toward Dihydropyrrolo[1,2-<em>a</em>]Pyrazinones
title_sort review of the synthetic strategies toward dihydropyrrolo[1,2-<em>a</em>]pyrazinones
publisher MDPI AG
series Organics
issn 2673-401X
publishDate 2021-06-01
description Dihydropyrrolo[1,2-<i>a</i>]pyrazinone rings are a class of heterocycles present in a wide range of bioactive natural products and analogues thereof. As a direct result of their bioactivity, the synthesis of this privileged class of compounds has been extensively studied. This review provides an overview of these synthetic pathways. The literature is covered up until 2020 and is organized according to the specific strategies used to construct the scaffold: fusing a pyrazinone to an existing pyrrole, employing a pyrazinone-first strategy, an array of multicomponent reactions and some miscellaneous reactions.
topic pyrrole
pyrazinone
heterocycle
natural product
cycloaddition
multicomponent reaction
url https://www.mdpi.com/2673-401X/2/2/11
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