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Oxidation of BINOLs by hypervalent iodine reagents: facile synthesis of xanthenes and lactones

Zhang, Huaiyuan and Wirth, Thomas 2022. Oxidation of BINOLs by hypervalent iodine reagents: facile synthesis of xanthenes and lactones. Chemistry - A European Journal 28 (21) 10.1002/chem.202200181

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Abstract

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 (PhIO2) 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.

Item Type: Article
Date Type: Publication
Status: Published
Schools: Chemistry
Additional Information: This is an open access article under the terms of the Creative Commons Attribution-NonCommercial-NoDerivs License
Publisher: Wiley
ISSN: 0947-6539
Funders: China Scholarship Council
Date of First Compliant Deposit: 28 March 2022
Date of Acceptance: 28 February 2022
Last Modified: 04 Aug 2022 02:15
URI: https://orca.cardiff.ac.uk/id/eprint/148926

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