Flavio Maran, Monica Fabrizio, F. D'angeli
1988
Citations
0
Influential Citations
21
Citations
Journal
Tetrahedron
Abstract
Abstract The etectroreduction of protic 2-bromoisobutyramides was studied in acetonitrile in the presence of carbon dioxide by means of cyclic voltammetry and controlled-potential electrolysis. The electrogeneration of the α-carbanion is followed by a fast and quantitative carboxylation at the tertiary carbon, despite the N-H acidity of the starting compounds. The carboxylate anion was trapped both after and during the electrolysis procedure by alkylating reagents. High yields of ester-amides of 2,2-dimethylmalonic acid were obtained at both mercury and platinum cathodes.