The Journal of Organic Chemistry

Oxidatively catalyzed nucleophilic aromatic substitution. Further studies on the SON2 reaction

L Joensson, LG Wistrand

Index: Joensson, Lennart; Wistrand, Lars-Goeran Journal of Organic Chemistry, 1984 , vol. 49, # 18 p. 3340 - 3344

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Citation Number: 7

Abstract

The oxidation of several electron-rich fluoroarenes in the presence of a nucleophile, usually acetate ion, has been investigated. Two substrates, 1-and 2-fluoronaphthalene, have been shown to undergo a formally nonoxidative fluorinefacetoxy exchange induced by chemical oxidants such as benzoyl peroxide, potassium peroxydisulfate, and copper (II1). The mechanism is believed to involve electron-transfer chain catalysis according to the SqN2 ...