Electrochemical oxidation of 4-substituted N, N-dimethylaniline in the presence of silyl enol ether. Effect of the substituent on the formation of Mannich bases. II.

RN Renaud, CJ Stephens…

Index: Renaud, Roger N.; Stephens, Campbell J.; Brochu, Gaetan Canadian Journal of Chemistry, 1984 , vol. 62, p. 565 - 569

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Citation Number: 7

Abstract

The formation of Mannich bases from the electrochemical oxidation of 4-substituted N, N- dimethylaniline in the presence of silyl enol ether was studied. The yield of bases obtained depended on the relative oxidation potentials of the starting amine compound and the base formed. An electron-donating substituent on the amine showed a large difference in the oxidation potentials and gave the highest yield of product. On the other hand, the ...