Modular synthesis of heptaarylindole

Shin Suzuki, Takashi Asako, Kenichiro Itami, Junichiro Yamaguchi*

*この研究の対応する著者

研究成果: Article査読

16 被引用数 (Scopus)

抄録

The first synthesis of heptaarylindole (HAI) has been accomplished using a coupling/ring transformation strategy. Four readily prepared modular units (diarylthiophenes, 2-arylaziridines, arylboronic acids, and arylalkynes) were joined together to provide key ynamide intermediates. Subsequent inverse electron-demand intramolecular [4 + 2] cycloaddition furnished pentaarylindoles (PAIs) regioselectively. This strategy was also applied to the synthesis of tetraarylazaindole with four different aryl substituents. PAIs underwent further arylations at the C2- and N1-positions, providing HAI with seven different aryl substituents with virtually complete regioselectivity.

本文言語English
ページ(範囲)3771-3776
ページ数6
ジャーナルOrganic and Biomolecular Chemistry
16
20
DOI
出版ステータスPublished - 2018

ASJC Scopus subject areas

  • 生化学
  • 物理化学および理論化学
  • 有機化学

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