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

Yang, Dan; Yan, Yi-Long; Lui, Bob

doi:10.1021/jo026025t.s001

jo026025t_si_001.pdf (123.07 kB)

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

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.