Electrochemically Enabled Synthesis of Carboxylated Allenes via Carbon Dioxide Reduction

Key Points

• The research aims to develop a method for synthesizing carboxylated allenes using electrochemical carbon dioxide reduction.
• Utilized an electrochemical approach without transition metals or reductants.
• Performed 1,4-hydrocarboxylation of 1,3-enynes with CO2 and H2O.
• Utilized TMSCH2N2 for further transformation into disubstituted 3,4-allenoate.
• Conducted mechanistic studies using cyclic voltammetry and control experiments.
• Successfully synthesized carboxyl-functionalized disubstituted 3,4-dienoic acids under mild conditions.
• Generated CO2 radical anions via electroreduction, confirmed through experimental studies.
• Demonstrated the role of electronic properties of aromatic rings in the reaction process.

Abstract