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Synlett 1990; 1990(7): 403-404
DOI: 10.1055/s-1990-21989
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Ruthenium (II)-Catalyzed Trifluorochloropropylidenation of Silyl Enol Ethers. A Facile Method for the Preparation of Trifluoromethyl-Containing Carbonyl Compounds

Takashi Okano* , Toru Uekawa, Hisataka Sawaki, Shoji Eguchi
  • *Institute of Applied Organic Chemistry, Faculty of Engineering, Nagoya University, Chikusa-ku, Nagoya 464-01, Japan
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Publikationsdatum:
08. März 2002 (online)

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1,1,1-Trichlorotrifluoroethane reacted with various trimethylsilyl enol ethers in the presence of tris(triphenylphosphine)ruthenium(II) chloride catalyst in dimethylformamide to give α-(1,1-dichloro-2,2,2-trifluoroethyl) carbonyl compounds, which gave β-chloro-β-(trifluoromethyl) α,β-unsaturated carbonyl compounds on treatment with triethylamine or 1,5-diazobicyclo[4.3.0]non-5-ene in 25 - 75% yield. The Ru(II) was found to be a superior catalyst to Cu(I).