Electro-carboxylation of 2-bromoisobutyramides. A useful synthetic way to ester-amides of 2, 2-dimethylmalonic acid

F Maran, M Fabrizio, F D'Angeli, E Vianello

Index: Maran, Flavio; Fabrizio, Monica; D'Angeli, Ferruccio; Vianello, Elio Tetrahedron, 1988 , vol. 44, # 8 p. 2351 - 2358

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Citation Number: 16

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 NH acidity of the starting compounds. The carboxylate anion was trapped both after and during the electrolysis procedure by ...