Nucleophilic aromatic substitution for heteroatoms: an oxidative electrochemical approach

I Gallardo, G Guirado, J Marquet

Index: Gallardo, Iluminada; Guirado, Gonzalo; Marquet, Jordi Journal of Organic Chemistry, 2002 , vol. 67, # 8 p. 2548 - 2555

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Citation Number: 35

Abstract

The nucleophilic aromatic substitution for heteroatom through electrochemical oxidation of the intermediate σ-complexes (Meisenheimer complexes) in simple nitroaromatic compounds is reported for the first time (NASX process). The studies have been carried out with hydride, cyanide, fluoride, methoxy, and ethanethiolate anions and n-butylamine as a nucleophile, at the cyclic voltammetry (CV) and preparative electrolysis level. The cyclic ...