Cesium fluoride-mediated Claisen rearrangement of aryl propargyl ether. Exclusive formation of 2-methyl-arylfran and its availability as a masked salicylaldehyde

  • 石井 永
    Faculty of Pharmaceutical Sciences, Chiba University
  • 石川 勉
    Faculty of Pharmaceutical Sciences, Chiba University
  • 武田 直
    Faculty of Pharmaceutical Sciences, Chiba University
  • 植木 聡
    Faculty of Pharmaceutical Sciences, Chiba University
  • 鈴木 雅博
    Faculty of Pharmaceutical Sciences, Chiba University

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説明

Claisen rearrangement of an aryl propargyl ether in the presence of CsF led to exclusive formation of 2-methylarylfuran in excellent yield. The result of a precise examination of the rearrangement is described. Satisfactory transformation of the 2-methylarylfuran to a salicylaldehyde derivative was achieved by stepwise oxidation. This combination of reactions serves as a useful method for regioselective introduction of a C_1 unit at the ortho position of a phenol group.

収録刊行物

  • Chem. Pharm. Bull.

    Chem. Pharm. Bull. 40 1148-1153, 1992

    公益社団法人日本薬学会

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詳細情報 詳細情報について

  • CRID
    1570291227531980800
  • NII論文ID
    110003629952
  • NII書誌ID
    AA00602100
  • ISSN
    00092363
  • 本文言語コード
    en
  • データソース種別
    • CiNii Articles

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