Tetrahedron

Environmentally benign electrophilic and radical bromination 'on water': H 2 O 2–HBr system versus N-bromosuccinimide

A Podgoršek, S Stavber, M Zupan, J Iskra

Index: Podgorsek, Ajda; Stavber, Stojan; Zupan, Marko; Iskra, Jernej Tetrahedron, 2009 , vol. 65, # 22 p. 4429 - 4439

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Citation Number: 74

Abstract

A H2O2–HBr system and N-bromosuccinimide in an aqueous medium were used as a 'green'approach to electrophilic and radical bromination. Several activated and less activated aromatic molecules, phenylsubstituted ketones and styrene were efficiently brominated 'on water'using both systems at ambient temperature and without an added metal or acid catalyst, whereas various non-activated toluenes were functionalized at the ...