ol5b00419_si_001.pdf (414.67 kB)
Download fileSynthesis of Polysubstituted Quinolines via Transition-Metal-Free Oxidative Cycloisomerization of o‑Cinnamylanilines
journal contribution
posted on 2015-04-03, 00:00 authored by Mohammad Rehan, Gurupada Hazra, Prasanta GhoraiAn efficient synthesis
of 2-aryl 4-substituted quinolines from
stable and readily available o-cinnamylanilines,
prepared from anilines and cinnamylalcohols, has been developed. The
reaction occurred via a regioselective 6-endo-trig intramolecular oxidative cyclization using KOtBu as a
mediator and DMSO as an oxidant at rt. The reaction showed a broad
substrate scope with good to excellent yields.