Convenient synthesis of spiroindole derivatives via palladium-catalyzed cyclization of propargyl chlorides

• Iwata, Akira

• Inuki, Shinsuke

• Oishi, Shinya

• 藤井, 信孝

• 大野, 浩章

抄録

Herein, we report the palladium-catalyzed cyclization reactions of indoles bearing a propargyl chloride side chain at their 3-position. In the presence of an external nucleophile, such as a sulfonamide or malonate, indoles bearing a propargyl group at their 3-position gave fused tetracyclic spiroindolines preferentially. However, in the absence of an external nucleophile, the same substrates afforded spiroindoles. Our attempts to develop a catalytic asymmetric spirocyclization onto a propargylpalladium species are also presented in this paper.

Available online 9 May 2015

収録刊行物

• Tetrahedron

  Tetrahedron 71 (37), 6580-6585, 2015-09

  Elsevier Ltd.

キーワード

• Palladium
• Spiroindole
• Cascade cyclization
• Catalytic asymmetric reaction

詳細情報

• CRID: 1050282810795481856
• NII論文ID: 120005674646
• NII書誌ID: AA00861787
• ISSN: 00404020
• HANDLE: 2433/202050
• 本文言語コード: en
• 資料種別: journal article
• データソース種別:
  • IRDB
  • CiNii Articles