Tetrahedron letters

Contrasting chemoselectivities in the ultrasound and microwave assisted bromination reactions of substituted alkylaromatics with N-bromosuccinimide

GA Heropoulos, G Cravotto, CG Screttas, BR Steele

Index: Heropoulos, Georgios A.; Cravotto, Giancarlo; Screttas, Constantinos G.; Steele, Barry R. Tetrahedron Letters, 2007 , vol. 48, # 18 p. 3247 - 3250

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Citation Number: 34

Abstract

Ultrasound and microwave assisted bromination reactions of various alkylaryls with N- bromosuccinimide, either neat or in water, shows diverse chemoselectivity. Thus, ring substitution occurs in water with ultrasound, whereas with microwaves both side-chain α- bromination and ring substitution occur. With neat reactants, side-chain α-bromination predominates for microwave assisted reactions. In the presence of water the ...