Preparation of Various Carboxylic Acid Esters from Bulky Alcohols and Carboxylic Acids by a New Type Oxidation-reduction Condensation Using 2,6-Dimethyl-1,4-benzoquinone

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  • Teruaki Mukaiyama
    Center for Basic Research, The Kitasato Institute6-15-5 Toshima, Kita-ku, Tokyo
  • Wataru Kikuchi
    Center for Basic Research, The Kitasato Institute6-15-5 Toshima, Kita-ku, Tokyo
  • Taichi Shintou
    Center for Basic Research, The Kitasato Institute6-15-5 Toshima, Kita-ku, Tokyo

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Abstract

<jats:title>Abstract</jats:title> <jats:p>A new-type oxidation-reduction condensation by using 2,6-dimethyl-1,4-benzoquinone (DMBQ), carboxylic acids and in situ formed alkoxydiphenylphosphines (1) including the bulky alkoxy group-substituted ones proceeded smoothly to afford the corresponding carboxylic acid esters in good to high yields. Alkoxydiphenylphosphines were formed in situ by treating either N,N-dimethylaminodiphenylphosphine (Ph2PNMe2) with primary or secondary alcohols or chlorodiphenylphosphine with the lithium salts of primary, secondary and tertiary alcohols.</jats:p>

Journal

  • Chemistry Letters

    Chemistry Letters 32 (3), 300-301, 2003-02-25

    Oxford University Press (OUP)

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