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

Zhang, Huaiyuan and Wirth, Thomas ORCID: https://orcid.org/0000-0002-8990-0667 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:	10 May 2023 10:24
URI:	https://orca.cardiff.ac.uk/id/eprint/148926

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