Chinese Journal of Applied Chemistry

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Synthesis and Application of A Fluorous Proline-derived Ligand in the Copper(Ⅱ)-catalyzed Henry Reaction

WAN Li1, CAI Chun1,2*   

  1. (1.Chemical Engineering College,Nanjing University of Science & Technology,Nanjing 210094;
    2.Key Laboratory of Organofluorine Chemistry,Shanghai Institute of
    Organic Chemistry,Chinese Academy of Sciences,Shanghai 200032)
  • Received:2011-03-25 Revised:2011-05-16 Published:2012-02-10 Online:2012-02-10
  • Contact: Chun Cai

Abstract: A new fluorous proline-derived ligand has been synthesized and applied to the copper-catalyzed Henry reaction. The reaction conditions were optimized in terms of ligand, Cu source, solvent and base taking the reaction of 4-nitrobenzaldehyde and nitromethane as a model reaction. The optimized conditions are:using fluorous proline imide as ligand, copper acetate as copper source, methanol as solvent and triethylamine as base and the reaction was carried out at room temperature. A wide range of substrates were investigated under the optimized conditions and the yields of the target products varied from 53% to 98%.

Key words: &, beta, -niroalcohols, Henry reaction, fluorous proline ligand, copper catalyst

CLC Number: