e-Carbonyl: electrochemical synthesis of α-Keto Esters via α-Carbonyl carbocations
Tushkanov, Ewan V., Salehzadeh, Hamid, Campinoti, Caterina, Goodall, Charles A. I., Lessi, Marco, Del Vecchio, Antonio and Lam, Kevin ORCID: https://orcid.org/0000-0003-1481-9212
(2025)
e-Carbonyl: electrochemical synthesis of α-Keto Esters via α-Carbonyl carbocations.
Organic Letters.
ISSN 1523-7060 (Print), 1523-7052 (Online)
(doi:10.1021/acs.orglett.5c04372)
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PDF (Author's Accepted Manuscript)
52038 LAM_e-Carbonyl_Electrochemical_Synthesis_Of_A-Keto_Esters_Via_A-Carbonyl_Carbocations_(AAM)_2025.pdf - Accepted Version Restricted to Repository staff only until 26 December 2026. Download (689kB) | Request a copy |
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PDF (Supporting Information)
52038 LAM_e-Carbonyl_Electrochemical_Synthesis_Of_A-Keto_Esters_Via_A-Carbonyl_Carbocations_(AAM SUPPORTING INFORMATION)_2025.pdf - Accepted Version Restricted to Repository staff only until 26 December 2026. Download (8MB) | Request a copy |
Abstract
Herein, we report a general and practical electrochemical method for the synthesis of α-keto esters from malonic acid derivatives via α-carbonyl carbocations. Although these cations are typically unstable, they can be efficiently generated under Hofer–Moest-type conditions when stabilised by an α-acetoxy substituent. This metal- and supporting-electrolyte-free approach grants straightforward access to α-keto esters that are otherwise challenging to obtain using conventional methods.
| Item Type: | Article |
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| Uncontrolled Keywords: | electrochemical synthesis, electrodes, ketones, organic compounds, reaction products |
| Subjects: | Q Science > Q Science (General) R Medicine > RS Pharmacy and materia medica T Technology > TP Chemical technology |
| Faculty / School / Research Centre / Research Group: | Faculty of Engineering & Science Faculty of Engineering & Science > School of Science (SCI) |
| Last Modified: | 06 Jan 2026 11:45 |
| URI: | https://gala.gre.ac.uk/id/eprint/52038 |
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