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

Ki-Moon Ryu; Arun Kumar Gupta; Jin Wook Han; Chang Ho Oh; Cheon-Gyu Cho

doi:10.1055/s-2004-831311

LETTER

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

Ki-Moon Ryu^a, Arun Kumar Gupta^a, Jin Wook Han^a, Chang Ho Oh^a, 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;

Abstract

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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

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Referenzen

References

1a Lee J.-H. Cho C.-G. Tetrahedron Lett. 2003, 44: 65

1b Lee J.-H. Park J.-S. Cho C.-G. Org. Lett. 2002, 4: 1171

1c Lee J.-H. Kim W.-S. Lee YY. Cho C.-G. Tetrahedron Lett. 2002, 43: 5779

1d Kim W.-S. Kim H.-J. Cho C.-G. Tetrahedron Lett. 2002, 43: 9015

2 Kim W.-S. Kim H.-J. Cho C.-G. J. Am. Chem. Soc. 2003, 125: 14288

3a Suzuki A. J. Organomet. Chem. 1999, 57: 147

3b Miyaura N. Suzuki A. Chem. Rev. 1995, 95: 2457

4 Tao B. Boykin DW. Tetrahedron Lett. 2003, 44: 7993

5a Marrison LR. Dickinson JM. Fairlamb IJS. Bioorg. Med. Chem. Lett. 2003, 13: 2667

5b Marrison LR. Dickinson JM. Fairlamb IJS. Bioorg. Med. Chem. Lett. 2002, 12: 3509

5c Afarinkia K. Berna-Canovas J. Tetrahedron Lett. 2000, 41: 4955

5d Cerezo S. Moreno-Manas M. Pleixats R. Tetrahedron 1998, 54: 7813