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Two-Step Continuous-Flow Synthesis of 6-Membered Cyclic Iodonium Salts via Anodic Oxidation

17 October 2022, Version 1
Working Paper
This content is a preprint and has not undergone peer review at the time of posting.

Abstract

A multi-step continuous-flow procedure for the generation of six-membered diaryliodonium salts was developed. This is a significant improvement of existing batch methods with regard to scalability and atom economy. The method uses easily accessible benzyl acetates in Friedel-Crafts-like alkylations while a subsequent anodic oxidative cyclization directly generates the corresponding cyclic iodonium salts.

Keywords

electrochemistry
iodine
flow chemistry
hypervalent compounds
oxidation

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Now Published

Two-step continuous-flow synthesis of 6-membered cyclic iodonium salts via anodic oxidation [opens in a new tab]
Julian Spils, Thomas Wirth, Boris J Nachtsheim journal article
Beilstein Journal of Organic Chemistry , Volume 19
Online publication date: Jan 03, 2023

Version History

Oct 17, 2022 Version 1

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The content is available under CC BY 4.0 [opens in a new tab]

DOI

10.26434/chemrxiv-2022-9q4px
D O I: 10.26434/chemrxiv-2022-9q4px [opens in a new tab]

Funding

Bremen Cardiff Alliance Collaborative Fund

Author’s competing interest statement

The author(s) have declared they have no conflict of interest with regard to this content

Ethics

The author(s) have declared ethics committee/IRB approval is not relevant to this content

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