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Photocatalytic synthesis of tetra-substituted furans promoted by carbon dioxide
We report a simple protocol for the transition metal-free, visible-light-driven conversion of 1,3-diketones to tetra-substituted furan skeleton compounds in carbon dioxide (CO(2)) atmosphere under mild conditions. It was found that CO(2) could be incorporated at the diketone enolic OH position, whic...
Autores principales: | , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
The Royal Society of Chemistry
2021
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8694347/ https://www.ncbi.nlm.nih.gov/pubmed/35059173 http://dx.doi.org/10.1039/d1sc06403g |
Sumario: | We report a simple protocol for the transition metal-free, visible-light-driven conversion of 1,3-diketones to tetra-substituted furan skeleton compounds in carbon dioxide (CO(2)) atmosphere under mild conditions. It was found that CO(2) could be incorporated at the diketone enolic OH position, which was key to enabling the cleavage of a C–O bond during the rearrangement of a cyclopropane intermediate. This method allows for the same-pot construction of two isomers of the high-value tetra-substituted furan scaffold. The synthetic scope and preliminary mechanistic investigations are presented. |
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