Synthesis 2011(4): 593-598  
DOI: 10.1055/s-0030-1258404
PAPER
© Georg Thieme Verlag Stuttgart ˙ New York

Selective Halogenation at Position 3 of 5-Hydroxy-2,7-dimethylchromone and Related Compounds

Pia Königsa, Björn Rinkera, Gregor Schnakenburgb, Martin Niegerc, Siegfried R. Waldvogel*a,d
a Kekulé Institute for Organic Chemistry and Biochemistry, University of Bonn, Gerhard-Domagk-Str.1, 53121 Bonn, Germany
b Institute of Inorganic Chemistry, University of Bonn, Gerhard-Domagk-Str.1, 53121 Bonn, Germany
c Laboratory of Inorganic Chemistry, Department of Chemistry, University of Helsinki, P.O. Box 55, 00014 Helsinki, Finland
d Institute for Organic Chemistry, Johannes-Gutenberg University, Duesbergweg 10-14, 55128 Mainz, Germany
Fax: +49(6131)3926777; e-Mail: waldvogel@uni-mainz.de;
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Publikationsverlauf

Received 25 August 2010
Publikationsdatum:
11. Januar 2011 (online)

Abstract

The core moiety of several natural products referred in the literature as altechromone A can be selectively brominated or iodinated at position 3 despite the adjacent phenolic moiety. This method is extended to more elaborated 5-hydroxychromones exhibiting additional multiple bonds.