Indium-Catalyzed 2-Alkenylation of 1,3-Dicarbonyl Compounds with Unactivated Alkynes

Kohei Endo, Takuji Hatakeyama, Masaharu Nakamura and Eiichi Nakamura*

*Department of Chemistry, The University of Tokyo, Hongo, Bunkyo-ku, Tokyo, 113-0033, Japan, Email: nakamurachem.s.u-tokyo.ac.jp

K. Endo, T. Hatakeyama, M. Nakamura, E. Nakamura, J. Am. Chem. Soc., 2007, 129, 5264-5271.

DOI: 10.1021/ja0702014

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Abstract

1,3-Dicarbonyl compounds add to unactivated alkynes in the presence of less than 1 mol-% of indium(III) trifluoromethanesulfonate in high to excellent yield to give 2-alkenylated 1,3-dicarbonyl compounds. This mild reaction does not require solvent and tolerates various functional groups.

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Key Words

alkenylation, active methylenes

ID: J48-Y2007-1330