Cascade and one-pot processes providing substituted quinolines from aldimines and allylsilanes: auto-tandem catalysis of triflic imide

Naoya Shindoh, Hidetoshi Tokuyama, Kiyosei Takasu

Research output: Contribution to journalArticlepeer-review

37 Citations (Scopus)

Abstract

We have demonstrated cascade and one-pot reactions, which constitute inverse electron demand hetero-Diels-Alder reaction and oxidative aromatization, to provide substituted quinolines to form aryl aldimines and allylsilanes. The cascade process involves an auto-tandem catalysis; Tf2NH activates these mechanistically distinct reactions. We have found that a multicomponent process starting from aniline, aldehyde, and allylsilane is also available.

Original languageEnglish
Pages (from-to)4749-4753
Number of pages5
JournalTetrahedron Letters
Volume48
Issue number27
DOIs
Publication statusPublished - 2007 Jul 2

ASJC Scopus subject areas

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

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