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Synfacts 2007(4): 0419-0419
DOI: 10.1055/s-2007-968333
DOI: 10.1055/s-2007-968333
Metal-Mediated Synthesis
© Georg Thieme Verlag Stuttgart · New York
One-Step Synthesis of α-Chloroaceto-phenones from Aryl Precursors
J. Rosen*, D. Steinhuebel, M. Palucki, I. Davies
Merck & Co., Inc., Rahway, USA
Weitere Informationen
Publikationsverlauf
Publikationsdatum:
23. März 2007 (online)
Significance
The authors reported herein a simple synthetic method for the preparation of α-chloro- and α-alkoxyacetophenones via the metallation of an aryl ring or a halogen-lithium exchange reaction, followed by the copper-catalyzed acylation of the corresponding arylzinc species. This reaction is suitable for the preparation of α-chloroacetophenones, which is otherwise difficult to achieve, as well as various alkoxyacetylacetophenones. Those are useful synthetic intermediates. This method therefore is complementary to the conventional Friedel-Crafts acylation.