アンチWacker 型環化反応による2,3-二置換インデノールの合成法

DOI

書誌事項

タイトル別名
  • Synthesis of 2,3-Disubstituted Indenols via Palladium(0)-Catalyzed 'Anti-Wacker'-Type Cyclization

抄録

Indenols can be synthesized by aryl, alkenyl, and alkylative cyclization of 2-ethynylbenzaldehydes with organoboronic reagents via palladium(0)-catalyzed 'anti-Wacker'- type oxidation addition. This method is suitable for their combitatorial synthesis due to not only facile preparation of 2-ethynylbenzaldehydes from 2-halobenzaldehydes and terminal alkynes by the Sonogashira reaction but also availability of the boronic reagents. The trans-addition of intramolecur electrophilic carbonyls and boronic reagents to the alkyne is enhanced by aryl and alkenyl substitutions at the terminal alkyne carbon. In comparison with other transition-metal catalyzed preparation of indenols from 2-halobenzaldehydes or 2-formylphenylboronic acids with internal alkynes, our procedure enables to introduce sterically and electronically similar two substituents at 2- and 3- positions in regioselective manner.

収録刊行物

詳細情報 詳細情報について

  • CRID
    1390282680610972544
  • NII論文ID
    130006996515
  • DOI
    10.14895/hannou.32.0.20.0
  • 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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