Canadian journal of chemistry

The electrochemical reduction of N-fluorourethans in acetonitrile. The generation of carbethoxynitrene

J Lessard, D Bérubé

Index: Lessard, Jean; Berube, Denis Canadian Journal of Chemistry, 1984 , vol. 62, p. 768 - 777

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Citation Number: 3

Abstract

The electrochemical reduction of N-fluoro-N-methylurethan (1 a) and N-fluorourethan (2 a) in acetonitrile generates the amide anion and a fluoride ion. Both the fluoride and the amide anion can react with the starting N-fluoroamide either as bases or as nucleophiles. Many products are formed and the coulometric results are low (0.5 to 0.7 F/mol). In the case of NFU (2 a), abstraction of the proton on nitrogen both by the urethan anion and the fluoride ...