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Manganese-catalyzed electrochemical deconstructive chlorination of cycloalkanols via alkoxy radicals

Allen, Benjamin D. W., Mishra, Deepak, Seastram, Alex C., McBride, Tom, Wirth, Thomas ORCID: https://orcid.org/0000-0002-8990-0667, Browne, Duncan L. ORCID: https://orcid.org/0000-0002-8604-229X and Morrill, Louis C. ORCID: https://orcid.org/0000-0002-6453-7531 2019. Manganese-catalyzed electrochemical deconstructive chlorination of cycloalkanols via alkoxy radicals. Organic Letters 21 (22) , pp. 9241-9246. 10.1021/acs.orglett.9b03652

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Abstract

A manganese-catalyzed electrochemical deconstructive chlorination of cycloalkanols has been developed. This electrochemical method provides access to alkoxy radicals from alcohols and exhibits a broad substrate scope, with various cyclopropanols and cyclobutanols converted into synthetically useful β- and γ-chlorinated ketones (40 examples). Furthermore, the combination of recirculating flow electrochemistry and continuous inline purification was employed to access products on a gram scale.

Item Type: Article
Date Type: Publication
Status: Published
Schools: Chemistry
Cardiff Catalysis Institute (CCI)
Publisher: American Chemical Society
ISSN: 1523-7060
Funders: EPSRC
Date of First Compliant Deposit: 15 November 2019
Date of Acceptance: 30 October 2019
Last Modified: 25 Nov 2022 11:45
URI: https://orca.cardiff.ac.uk/id/eprint/126861

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