Application of Electrochemically Generated Hypervalent Iodine Oxidant to Natural Products Synthesis

DOI Web Site Web Site 被引用文献4件 参考文献55件
  • KAJIYAMA Daichi
    Department of Chemistry, Faculty of Science and Technology, Keio University
  • SAITOH Tsuyoshi
    Department of Chemistry, Faculty of Science and Technology, Keio University
  • NISHIYAMA Shigeru
    Department of Chemistry, Faculty of Science and Technology, Keio University

この論文をさがす

抄録

Hypervalent iodine oxidants have been widely applied in organic reactions due to their low toxicity, ready availability, and ease of handling. We produced an oxidant, [phenyliodine(III)bis(trifluoroethoxide)] (PIFE) by anodic oxidation of iodobenzene, which possesses comparable or superior properties to those of commercially available congeners, such as [phenyliodine(III)bis(trifluoroacetate)] (PIFA) and [phenyliodine(III)diacetate] (PIDA). The availability of PIFE was demonstrated by construction of several nitrogen-containing molecular skeletons; construction of quinolinone derivatives by PIFE occurred smoothly in moderate yield. In addition, the carbazole derivatives were synthesized in higher yields than with use of PIFA. Application of this methodology enabled synthesis of the bioactive tetrahydropyrroloiminoquinone-, carbazole-, and pyrroloindole-class natural products, including makaluvamines, damirones, glycozoline, debromofrustraminol B, and CPC-1.

収録刊行物

  • Electrochemistry

    Electrochemistry 81 (5), 319-324, 2013

    公益社団法人　電気化学会

被引用文献 (4)*注記

もっと見る

参考文献 (55)*注記

もっと見る

キーワード

詳細情報 詳細情報について

問題の指摘

ページトップへ