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

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; Tf 2NH activates these mechanistically distinct reactions. We have found that a multicomponent process starting from aniline, aldehyde, and allylsilane is also available.