イミニウムイオンのFriedel-Crafts環化による含窒素8、9員環の合成

書誌事項

タイトル別名
  • Novel Synthetic Methods of Eight- and Nine-Membered Cyclic Amine Derivatives Based on Friedel-Crafts Reaction via Iminium Ion

説明

The Pictet-Spengler reaction is one of the most useful methods for synthesizing tetrahydroisoquinoline. This reaction is a kind of Friedel-Crafts reaction. We found that an intramolecular Friedel-Crafts reaction of the iminium cation afforded eight- and nine-membered cyclic amines fused with a benzene ring in high yield. Treatment of sulfonamide derivatives with an aromatic ring possessing one or two methyl groups with TMSOTf gave 1,2,3,4,5,6-hexahydrobenzo[c]azocine derivatives in high yields. Moreover, when sulfonamide derivatives having an acetylene cobalt complex moiety were subjected to the same conditions, not only eight-membered cyclic amine but also nine-membered cyclic amine was obtained in high yield.

収録刊行物

詳細情報 詳細情報について

  • CRID
    1390282680610544512
  • NII論文ID
    130006995986
  • DOI
    10.14895/hannou.32.0.38.0
  • 本文言語コード
    ja
  • データソース種別
    • JaLC
    • CiNii Articles
  • 抄録ライセンスフラグ
    使用不可

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