Phosphine-Promoted Ring Opening/Recyclization of Cyclopropyl Ketones to Access Hydrofluorenones.
| Autor: | Maurya JP; Department of Chemical Sciences, Indian Institute of Science Education and Research (IISER) Mohali, Sector 81, S A S Nagar, Manauli, Punjab 140 306, India., Ramasastry SSV; Department of Chemical Sciences, Indian Institute of Science Education and Research (IISER) Mohali, Sector 81, S A S Nagar, Manauli, Punjab 140 306, India. |
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| Jazyk: | angličtina |
| Zdroj: | Organic letters [Org Lett] 2024 Mar 22; Vol. 26 (11), pp. 2282-2286. Date of Electronic Publication: 2024 Mar 12. |
| DOI: | 10.1021/acs.orglett.4c00481 |
| Abstrakt: | The ring-reorganizing transformations of activated cyclopropanes are typically achieved under acidic conditions. This Letter describes the first acid-free and Lewis base-mediated cascade ring opening/recyclization of designed cyclopropyl ketones to access tetrahydrofluorenones. We rationally merged the nucleophilic features of phosphines with the electronically biased cyclopropanes to synthesize several new classes of hydrofluorenones. We have also demonstrated the synthetic utility of the products in accessing highly functionalized molecular scaffolds. |
| Databáze: | MEDLINE |
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