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2-Oxindole and related heterocycles: synthetic methodologies for their natural products and related derivatives

Natural goods, medications, and pharmaceutically active substances all contain substituted oxindoles. Generally, the C-3 stereocenter of the substituents of oxindoles and their absolute arrangement have a substantial impact on the bioactivity of these substances. In this case, the desire for contemp...

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Autores principales: Sharma, Shivangi, Monga, Yukti, Gupta, Ashu, Singh, Shivendra
Formato: Online Artículo Texto
Lenguaje:English
Publicado: The Royal Society of Chemistry 2023
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10173257/
https://www.ncbi.nlm.nih.gov/pubmed/37179999
http://dx.doi.org/10.1039/d3ra02217j
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author Sharma, Shivangi
Monga, Yukti
Gupta, Ashu
Singh, Shivendra
author_facet Sharma, Shivangi
Monga, Yukti
Gupta, Ashu
Singh, Shivendra
author_sort Sharma, Shivangi
collection PubMed
description Natural goods, medications, and pharmaceutically active substances all contain substituted oxindoles. Generally, the C-3 stereocenter of the substituents of oxindoles and their absolute arrangement have a substantial impact on the bioactivity of these substances. In this case, the desire for contemporary probe and drug-discovery programs for the synthesis of chiral compounds using desirable scaffolds with high structural diversity further drives research in this field. Also, the new synthetic techniques are generally simple to apply for the synthesis of other similar scaffolds. Herein, we review the distinct approaches for the synthesis of diverse useful oxindole scaffolds. Specifically, the research findings on the naturally existing 2-oxindole core and a variety of synthetic compounds having a 2-oxindole core are discussed. We present an overview of the construction of oxindole-based synthetic and natural products. In addition, the chemical reactivity of 2-oxindole and its related derivatives in the presence of chiral and achiral catalysts are thoroughly discussed. The data compiled herein provides broad information related to the bioactive product design, development, and applications of 2-oxindoles and the reported techniques will be helpful for the investigation of novel reactions in the future.
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spelling pubmed-101732572023-05-12 2-Oxindole and related heterocycles: synthetic methodologies for their natural products and related derivatives Sharma, Shivangi Monga, Yukti Gupta, Ashu Singh, Shivendra RSC Adv Chemistry Natural goods, medications, and pharmaceutically active substances all contain substituted oxindoles. Generally, the C-3 stereocenter of the substituents of oxindoles and their absolute arrangement have a substantial impact on the bioactivity of these substances. In this case, the desire for contemporary probe and drug-discovery programs for the synthesis of chiral compounds using desirable scaffolds with high structural diversity further drives research in this field. Also, the new synthetic techniques are generally simple to apply for the synthesis of other similar scaffolds. Herein, we review the distinct approaches for the synthesis of diverse useful oxindole scaffolds. Specifically, the research findings on the naturally existing 2-oxindole core and a variety of synthetic compounds having a 2-oxindole core are discussed. We present an overview of the construction of oxindole-based synthetic and natural products. In addition, the chemical reactivity of 2-oxindole and its related derivatives in the presence of chiral and achiral catalysts are thoroughly discussed. The data compiled herein provides broad information related to the bioactive product design, development, and applications of 2-oxindoles and the reported techniques will be helpful for the investigation of novel reactions in the future. The Royal Society of Chemistry 2023-05-11 /pmc/articles/PMC10173257/ /pubmed/37179999 http://dx.doi.org/10.1039/d3ra02217j Text en This journal is © The Royal Society of Chemistry https://creativecommons.org/licenses/by/3.0/
spellingShingle Chemistry
Sharma, Shivangi
Monga, Yukti
Gupta, Ashu
Singh, Shivendra
2-Oxindole and related heterocycles: synthetic methodologies for their natural products and related derivatives
title 2-Oxindole and related heterocycles: synthetic methodologies for their natural products and related derivatives
title_full 2-Oxindole and related heterocycles: synthetic methodologies for their natural products and related derivatives
title_fullStr 2-Oxindole and related heterocycles: synthetic methodologies for their natural products and related derivatives
title_full_unstemmed 2-Oxindole and related heterocycles: synthetic methodologies for their natural products and related derivatives
title_short 2-Oxindole and related heterocycles: synthetic methodologies for their natural products and related derivatives
title_sort 2-oxindole and related heterocycles: synthetic methodologies for their natural products and related derivatives
topic Chemistry
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10173257/
https://www.ncbi.nlm.nih.gov/pubmed/37179999
http://dx.doi.org/10.1039/d3ra02217j
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