Herein, we report a general and practical electrochemical method for the synthesis of alpha-keto esters from malonic acid derivatives via alpha-carbonyl carbocations. Although these cations are typically unstable, they can be efficiently generated under Hofer-Moest-type conditions when stabilized by an alpha-acetoxy substituent. This metal- and supporting-electrolyte-free approach grants straightforward access to alpha-keto esters that are otherwise challenging to obtain using conventional methods.

e-Carbonyl: Electrochemical Synthesis of α-Keto Esters via α-Carbonyl Carbocations

Campinoti C.;Lessi M.;Del Vecchio A.;Lam K.
2026-01-01

Abstract

Herein, we report a general and practical electrochemical method for the synthesis of alpha-keto esters from malonic acid derivatives via alpha-carbonyl carbocations. Although these cations are typically unstable, they can be efficiently generated under Hofer-Moest-type conditions when stabilized by an alpha-acetoxy substituent. This metal- and supporting-electrolyte-free approach grants straightforward access to alpha-keto esters that are otherwise challenging to obtain using conventional methods.
2026
Tushkanov, E. V.; Salehzadeh, H.; Campinoti, C.; Goodall, C. A. I.; Lessi, M.; Del Vecchio, A.; Lam, K.
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Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/11568/1366907
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