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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...

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Autores principales: 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.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2023
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.
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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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