Electrochemical determination of the pKa of weak acids in N,N-dimethylformamide
The electroreduction of NH-protic α-bromo amides in DMF generates an enolate-type base which undergoes a fast proton transfer from the parent compound (self-protonation), affording the corresponding reduced amide together with the conjugate base of the br
Maran, Flavio,Celadon, Dino,Severin, Maria Gabriella,Vianello, Elio
p. 9320 - 9329
(2007/10/02)
ELECTRO-CARBOXYLATION OF 2-BROMOISOBUTYRAMIDES. A USEFUL SYNTHETIC WAY TO ESTER-AMIDES OF 2,2-DIMETHYLMALONIC ACID
The electroreduction 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 quan