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Synthetic Potential of Regio- and Stereoselective Ring Expansion Reactions of Six-Membered Carbo- and Heterocyclic Ring Systems: A Review
Ring expansion reactions fascinate synthetic chemists owing to their importance in synthesizing biologically active compounds and their efficacy in medicinal chemistry. The present review summarizes a number of synthetic methodologies, including stereoselective and regioselective pathways adopted by...
Autores principales: | , , , , , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
MDPI
2023
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10094819/ https://www.ncbi.nlm.nih.gov/pubmed/37047665 http://dx.doi.org/10.3390/ijms24076692 |
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author | Noor, Rida Zahoor, Ameer Fawad Mansha, Asim Khan, Samreen Gul Haq, Atta Ul Ahmad, Sajjad Al-Hussain, Sami A. Irfan, Ali Zaki, Magdi E. A. |
author_facet | Noor, Rida Zahoor, Ameer Fawad Mansha, Asim Khan, Samreen Gul Haq, Atta Ul Ahmad, Sajjad Al-Hussain, Sami A. Irfan, Ali Zaki, Magdi E. A. |
author_sort | Noor, Rida |
collection | PubMed |
description | Ring expansion reactions fascinate synthetic chemists owing to their importance in synthesizing biologically active compounds and their efficacy in medicinal chemistry. The present review summarizes a number of synthetic methodologies, including stereoselective and regioselective pathways adopted by scientists, for framing medium- to large-size carbo- and heterocycles involving lactams, lactone, azepine and azulene derivatives via ring expansion of six-membered carbo- and heterocycles that have been reported from 2007–2022. Numerous rearrangement and cycloaddition reactions involving Tiffeneau–Demjanov rearrangement, Aza–Claisen rearrangement, Schmidt rearrangement, Beckmann rearrangement, etc., have been described in this regard. |
format | Online Article Text |
id | pubmed-10094819 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2023 |
publisher | MDPI |
record_format | MEDLINE/PubMed |
spelling | pubmed-100948192023-04-13 Synthetic Potential of Regio- and Stereoselective Ring Expansion Reactions of Six-Membered Carbo- and Heterocyclic Ring Systems: A Review Noor, Rida Zahoor, Ameer Fawad Mansha, Asim Khan, Samreen Gul Haq, Atta Ul Ahmad, Sajjad Al-Hussain, Sami A. Irfan, Ali Zaki, Magdi E. A. Int J Mol Sci Review Ring expansion reactions fascinate synthetic chemists owing to their importance in synthesizing biologically active compounds and their efficacy in medicinal chemistry. The present review summarizes a number of synthetic methodologies, including stereoselective and regioselective pathways adopted by scientists, for framing medium- to large-size carbo- and heterocycles involving lactams, lactone, azepine and azulene derivatives via ring expansion of six-membered carbo- and heterocycles that have been reported from 2007–2022. Numerous rearrangement and cycloaddition reactions involving Tiffeneau–Demjanov rearrangement, Aza–Claisen rearrangement, Schmidt rearrangement, Beckmann rearrangement, etc., have been described in this regard. MDPI 2023-04-03 /pmc/articles/PMC10094819/ /pubmed/37047665 http://dx.doi.org/10.3390/ijms24076692 Text en © 2023 by the authors. https://creativecommons.org/licenses/by/4.0/Licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution (CC BY) license (https://creativecommons.org/licenses/by/4.0/). |
spellingShingle | Review Noor, Rida Zahoor, Ameer Fawad Mansha, Asim Khan, Samreen Gul Haq, Atta Ul Ahmad, Sajjad Al-Hussain, Sami A. Irfan, Ali Zaki, Magdi E. A. Synthetic Potential of Regio- and Stereoselective Ring Expansion Reactions of Six-Membered Carbo- and Heterocyclic Ring Systems: A Review |
title | Synthetic Potential of Regio- and Stereoselective Ring Expansion Reactions of Six-Membered Carbo- and Heterocyclic Ring Systems: A Review |
title_full | Synthetic Potential of Regio- and Stereoselective Ring Expansion Reactions of Six-Membered Carbo- and Heterocyclic Ring Systems: A Review |
title_fullStr | Synthetic Potential of Regio- and Stereoselective Ring Expansion Reactions of Six-Membered Carbo- and Heterocyclic Ring Systems: A Review |
title_full_unstemmed | Synthetic Potential of Regio- and Stereoselective Ring Expansion Reactions of Six-Membered Carbo- and Heterocyclic Ring Systems: A Review |
title_short | Synthetic Potential of Regio- and Stereoselective Ring Expansion Reactions of Six-Membered Carbo- and Heterocyclic Ring Systems: A Review |
title_sort | synthetic potential of regio- and stereoselective ring expansion reactions of six-membered carbo- and heterocyclic ring systems: a review |
topic | Review |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10094819/ https://www.ncbi.nlm.nih.gov/pubmed/37047665 http://dx.doi.org/10.3390/ijms24076692 |
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