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https://dspace.iiti.ac.in/handle/123456789/14198
| Title: | High Yield Synthesis of Spirocyclic Dienones from Phenols Employing Tribromide Catalysed Dearomatization |
| Authors: | Sarkar, Debayan |
| Keywords: | arenols;dearomatization;green oxidant;Spiro-furan;tribromide-catalysis |
| Issue Date: | 2024 |
| Publisher: | John Wiley and Sons Inc |
| Citation: | Kuila, P., Roy, B., & Sarkar, D. (2024). High Yield Synthesis of Spirocyclic Dienones from Phenols Employing Tribromide Catalysed Dearomatization. European Journal of Organic Chemistry. https://doi.org/10.1002/ejoc.202400267 |
| Abstract: | A catalytic strategy towards the tribromide-catalyzed dearomative spirocyclization reaction is described employing tetrabutylammonium bromide (TBAB) and oxone as an oxidising agent. This methodology leads to the exclusive formation of spirofurano dienones without rearomatization or halogenation. Our group has been on trails of tribromide-catalyzed dearomative transformation during the last decade, and now this exhibits the first report which delivers high functional group tolerance and broad substrate scope with excellent yield (up to 99 %) and good diastereoselectivity (dr up to 14 : 1). The oxidation of naphthols as well as phenols is achieved under this mild conditions. © 2024 Wiley-VCH GmbH. |
| URI: | https://doi.org/10.1002/ejoc.202400267 https://dspace.iiti.ac.in/handle/123456789/14198 |
| ISSN: | 1434-193X |
| Type of Material: | Journal Article |
| Appears in Collections: | Department of Chemistry |
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