American Chemical Society
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Mild α-Halogenation Reactions of 1,3-Dicarbonyl Compounds Catalyzed by Lewis Acids

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journal contribution
posted on 2002-09-26, 00:00 authored by Dan Yang, Yi-Long Yan, Bob Lui
Lewis acid Mg(ClO4)2, combined with NBS, in CH3CN or EtOAc provided mild and fast bromination of 1,3-dicarbonyl compounds. In particular, this protocol could be applied to the α-monobromination of α-unsubstituted β-keto esters. Similar Lewis acid catalysis was also extended to the α-chlorination and iodination of 1,3-dicarbonyl compounds with NCS and NIS, respectively.