Hydrogen Peroxide or Peracetic
Acid Mediated Self-Titrating α-Halogenation of 1,3-Dicarbonyl
Compounds

Ramulu Akula; Marc J. Galligan; Hasim Ibrahim

doi:10.1055/s-0030-1258367

PAPER

Hydrogen Peroxide or Peracetic Acid Mediated Self-Titrating α-Halogenation of 1,3-Dicarbonyl Compounds

Ramulu Akula, Marc J. Galligan, Hasim Ibrahim*
Centre for Synthesis and Chemical Biology, School of Chemistry and Chemical Biology, University College Dublin, Belfield, Dublin 4, Ireland
Fax: +353(1)7161178; e-Mail: hasim.ibrahim@ucd.ie;

Abstract

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Abstract

Efficient oxidative α-halogenation of 1,3-dicarbonyl compounds has been achieved by employing a system comprising of sub-stoichiometric amounts of TiX₄ (X = Cl, Br) in conjunction with environmentally benign hydrogen peroxide (H₂O₂) or peracetic acid (MeCO₃H) as the oxidants. The end point of the reaction is accompanied by a sharp colour change.

Key words

halogenation - peroxides - titanium - halides - electrophilic

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