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Synlett 2004(12): 2197-2199  
DOI: 10.1055/s-2004-831311
LETTER
© Georg Thieme Verlag Stuttgart · New York

Regiocontrolled Suzuki-Miyaura Couplings of 3,5-Dibromo-2-pyrone

Ki-Moon Ryua, Arun Kumar Guptaa, Jin Wook Hana, Chang Ho Oha, Cheon-Gyu Cho*a,b
a Department of Chemistry, Hanyang University, Seoul, 133-791, Korea
b Center for Bioactive Molecular Hybrids, Yonsei University, Seoul, 120-747, Korea
Fax: +82(2)22990762; e-Mail: ccho@hanyang.ac.kr;
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Publication History

Received 8 July 2004
Publication Date:
26 August 2004 (online)

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Abstract

In a similar way to its Stille coupling reactions, 3,5-dibromo-2-pyrone undergoes the Suzuki-Miyaura coupling reactions at either the C3- or the C5-position with high regioselectivity depending on the reaction conditions.

Key words

Suzuki-Miyaura - cross-coupling - boron - palladium catalyst - regioselectivity - copper