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Synthesis 2011(2): 347-351
DOI: 10.1055/s-0030-1258367
DOI: 10.1055/s-0030-1258367
PAPER
© Georg Thieme Verlag
Stuttgart ˙ New York
Hydrogen Peroxide or Peracetic Acid Mediated Self-Titrating α-Halogenation of 1,3-Dicarbonyl Compounds
Further Information
Received
18 August 2010
Publication Date:
15 December 2010 (online)
Publication History
Publication Date:
15 December 2010 (online)
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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References
For full analytical data of all products from Tables [²] and [³] with the exception of the products in Table [²] , entry 7 and Table [³] , entry 3, see reference 13.