Tetrahedron

Halogenation of ketones with N-halosuccinimides under solvent-free reaction conditions

I Pravst, M Zupan, S Stavber

Index: Pravst, Igor; Zupan, Marko; Stavber, Stojan Tetrahedron, 2008 , vol. 64, # 22 p. 5191 - 5199

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Citation Number: 99

Abstract

Several aryl substituted ketones, cyclic ketones, 1, 3-diketones and a β-ketoamide were halogenated with N-halosuccinimides under solvent-free reaction conditions (SFRC) at various temperatures (20–80° C), whereas less enolized ketones required the presence of an acid catalyst (p-toluenesulfonic acid, PTSA). Bromination of substituted acetophenones obeys first order kinetics v= kBr [ketone] and the following correlation with the keto–enol ...