Ambident behavior of ketone enolate anions in SNAr substitutions on fluorobenzonitrile substrates

NE Guedira, R Beugelmans

Index: Guedira, Nour-Eddine; Beugelmans, Rene Journal of Organic Chemistry, 1992 , vol. 57, # 21 p. 5577 - 5585

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Citation Number: 5

Abstract

2, 6-Difluorobenzonitrile was found to be a suitable substrate for studying carbon versus oxygen nucleophilic attack by enolate anions of weakly acidic ketones. The influence of the nucleophile structure and the solvent are investigated. The charge control character of the reaction and the influence of the substrate are discussed.