Related Experiment Video
Updated: Jan 20, 2026
Palladium-Catalyzed Cross Coupling; Heck Coupling Reaction
Published on: April 30, 2023
Pd-Catalyzed decarboxylative cross-coupling reactions of epoxides with α,β-unsaturated carboxylic acids
Xiao-Yu Lu1, Jin-Song Li2, Shi-Qun Wang2
1School of Materials and Chemical Engineering, ChuZhou University, Chu Zhou, 239000, China. xiaoyulu@mail.ustc.edu.cn and School of Chemistry and Chemical Engineering, AnHui University, He Fei, 230601, China.
Abstract:
A Pd-catalyzed decarboxylative cross-coupling of α,β-unsaturated carboxylic acids with cyclic and acyclic epoxides has been developed. Both β-monosubstituted and β-disubstituted unsaturated carboxylic acids, as well as conjugated diene unsaturated carboxylic acids are suitable reaction substrates. Substituted homoallylic alcohols were obtained in moderate to good yields. The product was obtained as a mixture of diastereomers favoring the anti diastereomer of the cyclic epoxides. This work provides a method for the modification of complex organic molecules containing α,β-unsaturated carboxylic acids.
Related Concept Videos
Palladium-Catalyzed Cross Coupling
This experiment will demonstrate the concept of a palladium-catalyzed cross coupling. The set-up of a typical Pd-catalyzed cross coupling reaction will be illustrated. Pd-catalyzed cross coupling reactions have had a profound effect on how synthetic chemists create molecules. These reactions have enabled chemists to construct bonds in new and more efficient ways. Such reactions have found widespread...
Acid-Catalyzed Ring-Opening of Epoxides
α-Bromination of Carboxylic Acids: Hell–Volhard–Zelinski Reaction
Conjugate Addition to α,β-Unsaturated Carbonyl Compounds
Esters to Carboxylic Acids: Acid-Catalyzed Hydrolysis
During hydrolysis, the ester is first activated towards nucleophilic attack through the protonation of the carboxyl oxygen atom by the acid catalyst. The protonation makes the ester carbonyl carbon more electrophilic. In the next step, water acts as a nucleophile and adds to the...
08:56Synthesis of a Borylated Ibuprofen Derivative Through Suzuki Cross-Coupling and Alkene Boracarboxylation Reactions
