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Oxidation of BINOLs by Hypervalent Iodine Reagents: Facile Synthesis of Xanthenes and Lactones

Xanthene derivatives have broad applications in medicines, fluorescent probes, dyes, food additives, etc. Therefore, much attention was focused on developing the synthetic methods to prepare these compounds. Binaphthyl‐based xanthene derivatives were prepared through the oxidation of BINOLs promoted...

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Detalles Bibliográficos
Autores principales: Zhang, Huaiyuan, Wirth, Thomas
Formato: Online Artículo Texto
Lenguaje:English
Publicado: John Wiley and Sons Inc. 2022
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9311707/
https://www.ncbi.nlm.nih.gov/pubmed/35225370
http://dx.doi.org/10.1002/chem.202200181
Descripción
Sumario:Xanthene derivatives have broad applications in medicines, fluorescent probes, dyes, food additives, etc. Therefore, much attention was focused on developing the synthetic methods to prepare these compounds. Binaphthyl‐based xanthene derivatives were prepared through the oxidation of BINOLs promoted by the hypervalent iodine reagent iodosylbenzene (PhIO). Nine‐membered lactones were obtained through a similar oxidative reaction when iodoxybenzene (PhIO(2)) was used. Additionally, one‐pot reactions of BINOLs, PhIO and nucleophiles such as alcohols and amines were also investigated to provide alkoxylated products and amides in good to excellent yields.