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Electrochemical bromofunctionalization of alkenes in a flow reactor

Seitz, Jakob and Wirth, Thomas 2021. Electrochemical bromofunctionalization of alkenes in a flow reactor. Organic and Biomolecular Chemistry 19 (31) , pp. 6892-6896. 10.1039/D1OB01302E

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Abstract

The bromination of organic molecules has been extensively studied to date, yet there is still a demand for safe and sustainable methodologies. Hazardous reagents, selectivity, low atom economy and waste production are the most persisting problems of brominating reagents. The electrochemical oxidation of bromide to bromine is a viable strategy to reduce waste by avoiding chemical oxidants. Furthermore, the in situ generation of reactive intermediates minimizes the risk of hazardous reagents. In this work, we investigate the electrochemical generation of bromine from hydrobromic acid in a flow electrochemical reactor. Various alkenes could be converted to their corresponding dibromides, bromohydrines, bromohydrin ethers and cyclized products in good to excellent yields.

Item Type: Article
Date Type: Publication
Status: Published
Schools: Chemistry
Additional Information: This article is licensed under a Creative Commons Attribution-NonCommercial 3.0 Unported Licence
Publisher: Royal Society of Chemistry
ISSN: 1477-0520
Date of First Compliant Deposit: 28 July 2021
Date of Acceptance: 26 July 2021
Last Modified: 15 Sep 2021 12:49
URI: https://orca.cardiff.ac.uk/id/eprint/142979

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