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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| Format: | Article |
| Language: | English |
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MDPI AG
2023-04-01
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| Series: | International Journal of Molecular Sciences |
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| Online Access: | https://www.mdpi.com/1422-0067/24/7/6692 |
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| author | Rida Noor Ameer Fawad Zahoor Asim Mansha Samreen Gul Khan Atta Ul Haq Sajjad Ahmad Sami A. Al-Hussain Ali Irfan Magdi E. A. Zaki |
| author_facet | Rida Noor Ameer Fawad Zahoor Asim Mansha Samreen Gul Khan Atta Ul Haq Sajjad Ahmad Sami A. Al-Hussain Ali Irfan Magdi E. A. Zaki |
| author_sort | Rida Noor |
| collection | DOAJ |
| 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. |
| first_indexed | 2024-03-11T05:34:17Z |
| format | Article |
| id | doaj.art-cb194daab8cb40369f918275001a1bfb |
| institution | Directory Open Access Journal |
| issn | 1661-6596 1422-0067 |
| language | English |
| last_indexed | 2024-03-11T05:34:17Z |
| publishDate | 2023-04-01 |
| publisher | MDPI AG |
| record_format | Article |
| series | International Journal of Molecular Sciences |
| spelling | doaj.art-cb194daab8cb40369f918275001a1bfb2023-11-17T16:54:42ZengMDPI AGInternational Journal of Molecular Sciences1661-65961422-00672023-04-01247669210.3390/ijms24076692Synthetic Potential of Regio- and Stereoselective Ring Expansion Reactions of Six-Membered Carbo- and Heterocyclic Ring Systems: A ReviewRida Noor0Ameer Fawad Zahoor1Asim Mansha2Samreen Gul Khan3Atta Ul Haq4Sajjad Ahmad5Sami A. Al-Hussain6Ali Irfan7Magdi E. A. Zaki8Department of Chemistry, Government College, University Faisalabad, Faisalabad 38000, PakistanDepartment of Chemistry, Government College, University Faisalabad, Faisalabad 38000, PakistanDepartment of Chemistry, Government College, University Faisalabad, Faisalabad 38000, PakistanDepartment of Chemistry, Government College, University Faisalabad, Faisalabad 38000, PakistanDepartment of Chemistry, Government College, University Faisalabad, Faisalabad 38000, PakistanDepartment of Chemistry, University of Engineering and Technology Lahore, Faisalabad Campus, Faisalabad 38000, PakistanDepartment of Chemistry, College of Science, Imam Mohammad Ibn Saud Islamic University (IMSIU), Riyadh 11623, Saudi ArabiaDepartment of Chemistry, Government College, University Faisalabad, Faisalabad 38000, PakistanDepartment of Chemistry, College of Science, Imam Mohammad Ibn Saud Islamic University (IMSIU), Riyadh 11623, Saudi ArabiaRing 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.https://www.mdpi.com/1422-0067/24/7/6692six-member ringsheterocyclic ring expansionazepineazulenebiological activities |
| spellingShingle | Rida Noor Ameer Fawad Zahoor Asim Mansha Samreen Gul Khan Atta Ul Haq Sajjad Ahmad Sami A. Al-Hussain Ali Irfan Magdi E. A. Zaki Synthetic Potential of Regio- and Stereoselective Ring Expansion Reactions of Six-Membered Carbo- and Heterocyclic Ring Systems: A Review International Journal of Molecular Sciences six-member rings heterocyclic ring expansion azepine azulene biological activities |
| 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 | six-member rings heterocyclic ring expansion azepine azulene biological activities |
| url | https://www.mdpi.com/1422-0067/24/7/6692 |
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