Catalytic Synthesis of Dibenzazepines and Dibenzazocines by 7-Exo- and 8-Endo-Dig-Selective Cycloisomerization

Mamoru Ito, Asahi Takaki, Moeka Okamura, Kyalo Stephen Kanyiva, Takanori Shibata

研究成果: Article査読

抄録

The 7-exo- and 8-endo-dig-selective gold-catalyzed cycloisomerizations of 2-propargylamino biphenyl derivatives were developed. The reaction of terminal alkynes gave dibenzo[b,d]azepines by 7-exo-dig cycloisomerization. In contrast, when internal alkynes were subjected to the reaction, 8-endo-dig cycloisomerization proceeded to provide dibenzo[b,d]azocines. The nucleophilicity at the reaction site and the electron-withdrawing effect of a tosyl group were important for the present selective transformation. This protocol could be used for ynamide substrates and a silver-catalyzed reaction gave 7-exo-dig products selectively.

本文言語English
ページ(範囲)1688-1692
ページ数5
ジャーナルEuropean Journal of Organic Chemistry
2021
11
DOI
出版ステータスPublished - 2021 3 19

ASJC Scopus subject areas

  • 物理化学および理論化学
  • 有機化学

フィンガープリント

「Catalytic Synthesis of Dibenzazepines and Dibenzazocines by 7-Exo- and 8-Endo-Dig-Selective Cycloisomerization」の研究トピックを掘り下げます。これらがまとまってユニークなフィンガープリントを構成します。

引用スタイル