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Updated: May 12, 2026

Facile Preparation of (2Z,4E)-Dienamides by the Olefination of Electron-deficient Alkenes with Allyl Acetate
Published on: June 21, 2017
All About the Base: Electrochemical Isomerization of Terminal Propargyl Compounds toward the Synthesis of Allenes and
Krzysztof Grudzień1, Ireneusz Tomczyk1, Natalia Kominek1
1Institute of Organic Chemistry, Polish Academy of Sciences, Kasprzaka 44/52, 01-224 Warsaw, Poland.
Abstract:
Herein we present a mild, efficient, and selective electrochemical method for terminal allene synthesis through isomerization of propargyl compounds. We postulate that the process occurs through in situ electrochemical generation of a strong base. The proposed mechanism is supported by calculations; the reaction thermodynamics together with other computed parameters, combined with kinetic model sensitivity analysis, clarifies the role of the applied current in controlling the reaction pathway. The electrochemical pathway allows for the selective synthesis of not only allenes but also phenols.
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