Allen, BDW;
Hareram, MD;
Seastram, AC;
McBride, T;
Wirth, T;
Browne, DL;
Morrill, LC;
(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.
Type: | Article |
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Title: | Manganese-Catalyzed Electrochemical Deconstructive Chlorination of Cycloalkanols via Alkoxy Radicals |
Open access status: | An open access version is available from UCL Discovery |
DOI: | 10.1021/acs.orglett.9b03652 |
Publisher version: | https://doi.org/10.1021/acs.orglett.9b03652 |
Language: | English |
Additional information: | © 2019 American Chemical Society. ACS AuthorChoice with CC-BY license (https://pubs.acs.org/page/policy/authorchoice_ccby_termsofuse.html). |
Keywords: | Electrochemistry, Ketones, Electrodes, Halogenation, Electrolytes |
UCL classification: | UCL UCL > Provost and Vice Provost Offices > School of Life and Medical Sciences UCL > Provost and Vice Provost Offices > School of Life and Medical Sciences > Faculty of Life Sciences UCL > Provost and Vice Provost Offices > School of Life and Medical Sciences > Faculty of Life Sciences > UCL School of Pharmacy UCL > Provost and Vice Provost Offices > School of Life and Medical Sciences > Faculty of Life Sciences > UCL School of Pharmacy > Pharma and Bio Chemistry |
URI: | https://discovery-pp.ucl.ac.uk/id/eprint/10114324 |
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