Tetrahedron letters

An efficacious method for the halogenation of β-dicarbonyl compounds under mildly acidic conditions

ML Meketa, YR Mahajan, SM Weinreb

Index: Meketa, Matthew L.; Mahajan, Yogesh R.; Weinreb, Steven M. Tetrahedron Letters, 2005 , vol. 46, # 28 p. 4749 - 4751

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Citation Number: 43

Abstract

A variety of 1, 3-diketones, β-ketoesters and malonates can be chlorinated in high yields using sodium hypochlorite in a 5: 2 mixture of acetone/acetic acid at 0° C for 1h. Similarly, bromination of these dicarbonyl substrates can be accomplished under the same conditions using sodium hypobromite.