Tetrahedron Letters

Indium (I) bromide-mediated bromocyanomethylation of carbonyl compounds

JA Nóbrega, SMC Gonçalves, C Peppe

Index: Nobrega; Goncalves, Simone M. C.; Peppe Tetrahedron Letters, 2000 ,  vol. 41,  # 31  p. 5779 - 5782

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Citation Number: 22

Abstract

Bromocyanomethylation of a variety of carbonyl compounds to produce the corresponding 2- bromo-3-hydroxynitriles has been achieved in moderate to good yields by the action of dibromoacetonitrile and indium (I) bromide. Moderate diastereoselectivity was observed. Exclusive mono-coupling at the carbonyl group was found with 1, 2-diketones and α- haloketones.