Two-step continuous-flow synthesis of 6-membered cyclic iodonium salts via anodic oxidation

Spils, Julian, Wirth, Thomas ORCID: https://orcid.org/0000-0002-8990-0667 and Nachtsheim, Boris J 2023. Two-step continuous-flow synthesis of 6-membered cyclic iodonium salts via anodic oxidation. Beilstein Journal of Organic Chemistry 19 , pp. 27-32. 10.3762/bjoc.19.2

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Abstract

We describe a multi-step continuous-flow procedure for the generation of six-membered diaryliodonium salts. The accompanying scalability and atom economy are significant improvements to existing batch methods. Benzyl acetates are submitted to this two-step procedure as highly available and cheap starting materials. An acid-catalyzed Friedel–Crafts alkylation followed by an anodic oxidative cyclization yielded a defined set of cyclic iodonium salts in a highly substrate-dependent yield.

Item Type:	Article
Date Type:	Published Online
Status:	Published
Schools:	Schools > Chemistry
Publisher:	Beilstein-Institut
ISSN:	1860-5397
Date of First Compliant Deposit:	5 January 2023
Date of Acceptance:	7 December 2022
Last Modified:	05 May 2023 23:29
URI:	https://orca.cardiff.ac.uk/id/eprint/155418

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