Related Experiment Video
Updated: Apr 8, 2026

Facile Preparation of 2Z,4E-Dienamides by the Olefination of Electron-deficient Alkenes with Allyl Acetate
Published on: June 21, 2017
Electrochemically Enabled Synthesis of Carboxylated Allenes via Carbon Dioxide Reduction
He-Yang Zhou1, Xiao-Duan Song1, Xue-Jia Zhang1
1Key Laboratory for Chemistry and Molecular Engineering of Medicinal Resources (Ministry of Education of China), Guangxi Key Laboratory of Chemistry and Molecular Engineering of Medicinal Resources, School of Chemistry and Pharmaceutical Sciences, Guangxi Normal University, Guilin 541001, China.
Abstract:
A transition-metal-free and reductant-free electrochemical strategy for the regioselective 1,4-hydrocarboxylation of 1,3-enynes with CO2 and H2O is reported. This method facilitates the synthesis of carboxyl-functionalized disubstituted 3,4-dienoic acids under mild conditions. Subsequent treatment with TMSCH2N2 allows for the construction of disubstituted 3,4-allenoate. Mechanistic studies, including cyclic voltammetry and control experiments, support the generation of CO2 radical anions via electroreduction, with the electronic properties of the aromatic rings playing a key role in this process.
Related Concept Videos
Preparation of Carboxylic Acids: Carboxylation of Grignard Reagents
Preparation of Aldehydes and Ketones from Carboxylic Acid Derivatives
Carboxylic acid derivatives like acid chlorides and esters are more easily reducible than the corresponding acids. The derivatives reduce in the presence of mild reducing agents to give aldehydes. Aldehydes can also be prepared by Rosenmund reduction, that is, the reduction of...
Preparation of Aldehydes and Ketones from Nitriles and Carboxylic Acids
Reducing carboxylic acid derivatives like acyl chlorides (RCOCl), esters (RCO2R′), and nitriles (RCN) using milder aluminum hydride agents like lithium tri-tert-butoxyaluminum hydride [LiAlH(O-t-Bu)3] and diisobutylaluminum hydride [DIBAL-H]...
α-Alkylation of Ketones via Enolate Ions
Reduction of Alkenes: Asymmetric Catalytic Hydrogenation
The metal catalyst used can be either heterogeneous or homogeneous. When hydrogenation of an alkene generates a chiral center, a pair of enantiomeric products is expected to form. However, an enantiomeric excess of one of the products can be facilitated using an enantioselective reaction or an...
Reduction of Alkynes to cis-Alkenes: Catalytic Hydrogenation
Like alkenes, alkynes can be reduced to alkanes in the presence of transition metal catalysts such as Pt, Pd, or Ni. The reaction involves two sequential syn additions of hydrogen via a cis-alkene intermediate.

