Article ID Journal Published Year Pages File Type
5220917 Tetrahedron 2010 5 Pages PDF
Abstract

A convenient and efficient electrochemical method has been developed for the synthesis of the α-alkylidene cyclic carbonates from carbon dioxide (CO2) and propargyl alcohols at room temperature. The electrosynthesis was successfully carried out with a copper anode and a nickel cathode in an undivided cell containing n-Bu4NBr–MeCN electrolyte with a constant current under 3 MPa pressure of CO2, and the α-alkylidene cyclic carbonates were obtained in good to excellent isolated yields in the secondary and tertiary terminal propargylic alcohols cases. The experimental results show that the electrogenerated Cu+ ions and strong bases in situ could efficiently catalyze or promote the coupling reaction under the cooperation of electrolytic medium MeCN and supporting electrolyte n-Bu4NBr. The plausible mechanism of the coupling reaction was also discussed briefly.

Graphical abstractFigure optionsDownload full-size imageDownload as PowerPoint slide

Related Topics
Physical Sciences and Engineering Chemistry Organic Chemistry