Deconstructive functionalization of unstrained cycloalkanols via electrochemically generated aromatic radical cations

Harnedy, James, Maashi, Hussain A., El Gehani, Albara A. M. A., Burns, Matthew and Morrill, Louis C. ORCID: https://orcid.org/0000-0002-6453-7531 2023. Deconstructive functionalization of unstrained cycloalkanols via electrochemically generated aromatic radical cations. Organic Letters 25 (9) , pp. 1486-1490. 10.1021/acs.orglett.3c00219

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Abstract

Herein we report an electrochemical approach for the deconstructive functionalization of cycloalkanols, where various alcohols, carboxylic acids, and N-heterocycles are employed as nucleophiles. The method has been demonstrated across a broad range of cycloalkanol substrates, including various ring sizes and substituents, to access useful remotely functionalized ketone products (36 examples). The method was demonstrated on a gram scale via single-pass continuous flow, which exhibited increased productivity in relation to the batch process.

Item Type:	Article
Date Type:	Published Online
Status:	Published
Schools:	Schools > Chemistry Research Institutes & Centres > Cardiff Catalysis Institute (CCI)
Additional Information:	License information from Publisher: LICENSE 1: URL: https://creativecommons.org/licenses/by/4.0/, Start Date: 2023-02-27
Publisher:	American Chemical Society
ISSN:	1523-7060
Funders:	EPSRC
Date of First Compliant Deposit:	14 March 2023
Date of Acceptance:	24 February 2023
Last Modified:	20 Jun 2023 16:31
URI:	https://orca.cardiff.ac.uk/id/eprint/157718

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