Gold-Catalyzed Cascade and Divergent Synthesis of Indolobenzazepines and Indoloquinolines from Nitrogen-Tethered 1,8-Diynes

Mamoru Ito*, Hideaki Onoda, Asahi Takaki, Takanori Shibata

*この研究の対応する著者

研究成果: Article査読

2 被引用数 (Scopus)

抄録

We describe the divergent construction of two nitrogen-containing polycyclic systems by gold-catalyzed cycloisomerizations. The gold-catalyzed cascade hydroamination and 7-endo-dig-selective cycloisomerization of nitrogen-tethered 1,8-diynes yielded indolo[1,7-ab]benzazepines in one pot. In contrast, when Johnphos-coordinated gold catalyst was used, the same 1,8-diynes were transformed into indolo[1,2-a]quinolines by 6-endo-dig-selective cycloisomerization along with rearrangement of the substituent on one of the alkynes. The reaction of a naphthalene-tethered substrate provided a helically chiral aza[6]helicene.

本文言語English
論文番号e202101337
ジャーナルEuropean Journal of Organic Chemistry
2022
15
DOI
出版ステータスPublished - 2022 4月 21

ASJC Scopus subject areas

  • 物理化学および理論化学
  • 有機化学

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