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Indium Triflate-Catalyzed Vinylation of β-Ketoesters with Acetylene Gas

Masaharu Nakamura, Kohei Endo and Eiichi Nakamura*

*Department of Chemistry, The University of Tokyo, Hongo, Bunkyo-ku, Tokyo 113-0033, Japan, Email:

M. Nakamura, K. Endo, E. Nakamura, Org. Lett., 2005, 7, 3279-3281.

DOI: 10.1021/ol051057z


α-Vinylated ketoester are atom-economically produced by an In(OTf)3-catalyzed addition of β-ketoesters to welding-grade acetylene in the presence of molecular sieves under solvent-free conditions in good to excellent yield.

see article for more examples

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

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

Stereoselective Synthesis of Trisubstituted E-Iodoalkenes by Indium-Catalyzed syn-Addition of 1,3-Dicarbonyl Compounds to 1-Iodoalkynes

H. Tsuji, T. Fujimoto, K. Endo, M. Nakamura, E. Nakamura, Org. Lett., 2008, 10, 1219-1221.

Key Words

vinylation, active methylenes

ID: J54-Y2005-930