論文

国際誌
2021年12月9日

cis-3-Azido-2-methoxyindolines as safe and stable precursors to overcome the instability of fleeting 3-azidoindoles.

Chemical communications (Cambridge, England)
  • Toshiki Yamashiro
  • ,
  • Takumi Abe
  • ,
  • Masaru Tanioka
  • ,
  • Shinichiro Kamino
  • ,
  • Daisuke Sawada

57
98
開始ページ
13381
終了ページ
13384
記述言語
英語
掲載種別
研究論文(学術雑誌)
DOI
10.1039/d1cc06033c

Use of 3-azidoindoles in organic synthesis remains a difficult task owing to their instabilities. Herein, we report a general and concise approach for tackling this problem by using 3-azidoindole surrogates. The surrogates are bench-stable, presumably due to the observed intramolecular O-Nβ bonding. The resultant fleeting intermediates undergo capturing in situ to afford 3-substitued indoles through formal ipso-substitution of the azide group by nucleophiles. In these investigations, we found that the fleeting 3-azidoindoles show a C3-electrophilic character for the first time.

リンク情報
DOI
https://doi.org/10.1039/d1cc06033c
PubMed
https://www.ncbi.nlm.nih.gov/pubmed/34821884
ID情報
  • DOI : 10.1039/d1cc06033c
  • PubMed ID : 34821884

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