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Synthesis of 8′,11′-dihydrospiro[cyclohexane-1,2′-oxepino[2,3-h] chromen]-4′(3′H)-ones with ring closing metathesis as a key step
A series of novel hybrid molecular entities incorporating various spiro chromanone scaffolds onto the benzannulated oxepine core moiety were synthesised using allylation, Claisen rearrangement, Kabbe condensation and Ring Closing Metathesis (RCM) as a key step. During the synthesis we found that the...
| Autores principales: | , , , , , , , |
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| Formato: | Online Artículo Texto |
| Lenguaje: | English |
| Publicado: |
The Royal Society of Chemistry
2018
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| Materias: | |
| Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9090623/ https://www.ncbi.nlm.nih.gov/pubmed/35559090 http://dx.doi.org/10.1039/c8ra07920j |
| _version_ | 1784704764658843648 |
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| author | K, Prathima D, Ashok M, Sarasija Sripadi, Prabhakar Vemula, Madhu Komarraju, Venkata S. Gorai, Biswajit Prakash, Shyam |
| author_facet | K, Prathima D, Ashok M, Sarasija Sripadi, Prabhakar Vemula, Madhu Komarraju, Venkata S. Gorai, Biswajit Prakash, Shyam |
| author_sort | K, Prathima |
| collection | PubMed |
| description | A series of novel hybrid molecular entities incorporating various spiro chromanone scaffolds onto the benzannulated oxepine core moiety were synthesised using allylation, Claisen rearrangement, Kabbe condensation and Ring Closing Metathesis (RCM) as a key step. During the synthesis we found that the nitrogen functionality in the substrate influences significantly the catalyst load due to electronic effects. Several iterations have been carried out to achieve complete conversion to products 6a–6e. |
| format | Online Article Text |
| id | pubmed-9090623 |
| institution | National Center for Biotechnology Information |
| language | English |
| publishDate | 2018 |
| publisher | The Royal Society of Chemistry |
| record_format | MEDLINE/PubMed |
| spelling | pubmed-90906232022-05-11 Synthesis of 8′,11′-dihydrospiro[cyclohexane-1,2′-oxepino[2,3-h] chromen]-4′(3′H)-ones with ring closing metathesis as a key step K, Prathima D, Ashok M, Sarasija Sripadi, Prabhakar Vemula, Madhu Komarraju, Venkata S. Gorai, Biswajit Prakash, Shyam RSC Adv Chemistry A series of novel hybrid molecular entities incorporating various spiro chromanone scaffolds onto the benzannulated oxepine core moiety were synthesised using allylation, Claisen rearrangement, Kabbe condensation and Ring Closing Metathesis (RCM) as a key step. During the synthesis we found that the nitrogen functionality in the substrate influences significantly the catalyst load due to electronic effects. Several iterations have been carried out to achieve complete conversion to products 6a–6e. The Royal Society of Chemistry 2018-11-16 /pmc/articles/PMC9090623/ /pubmed/35559090 http://dx.doi.org/10.1039/c8ra07920j Text en This journal is © The Royal Society of Chemistry https://creativecommons.org/licenses/by-nc/3.0/ |
| spellingShingle | Chemistry K, Prathima D, Ashok M, Sarasija Sripadi, Prabhakar Vemula, Madhu Komarraju, Venkata S. Gorai, Biswajit Prakash, Shyam Synthesis of 8′,11′-dihydrospiro[cyclohexane-1,2′-oxepino[2,3-h] chromen]-4′(3′H)-ones with ring closing metathesis as a key step |
| title | Synthesis of 8′,11′-dihydrospiro[cyclohexane-1,2′-oxepino[2,3-h] chromen]-4′(3′H)-ones with ring closing metathesis as a key step |
| title_full | Synthesis of 8′,11′-dihydrospiro[cyclohexane-1,2′-oxepino[2,3-h] chromen]-4′(3′H)-ones with ring closing metathesis as a key step |
| title_fullStr | Synthesis of 8′,11′-dihydrospiro[cyclohexane-1,2′-oxepino[2,3-h] chromen]-4′(3′H)-ones with ring closing metathesis as a key step |
| title_full_unstemmed | Synthesis of 8′,11′-dihydrospiro[cyclohexane-1,2′-oxepino[2,3-h] chromen]-4′(3′H)-ones with ring closing metathesis as a key step |
| title_short | Synthesis of 8′,11′-dihydrospiro[cyclohexane-1,2′-oxepino[2,3-h] chromen]-4′(3′H)-ones with ring closing metathesis as a key step |
| title_sort | synthesis of 8′,11′-dihydrospiro[cyclohexane-1,2′-oxepino[2,3-h] chromen]-4′(3′h)-ones with ring closing metathesis as a key step |
| topic | Chemistry |
| url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9090623/ https://www.ncbi.nlm.nih.gov/pubmed/35559090 http://dx.doi.org/10.1039/c8ra07920j |
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