Synthesis of polysubstituted quinolines via transition-metal-free oxidative cycloisomerization of o-cinnamylanilines

Organic Letters
Mohammad RehanPrasanta Ghorai

Abstract

An 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 KO(t)Bu as a mediator and DMSO as an oxidant at rt. The reaction showed a broad substrate scope with good to excellent yields.

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Citations

Aug 3, 2016·Molecules : a Journal of Synthetic Chemistry and Natural Product Chemistry·Ginelle A Ramann, Bryan J Cowen
Jul 28, 2016·Expert Opinion on Therapeutic Patents·Syed Mohammed Ali Hussaini
Mar 3, 2017·The Journal of Organic Chemistry·Mohammad RehanPrasanta Ghorai
Aug 19, 2015·Organic & Biomolecular Chemistry·Stefan AichhornWolfgang Schöfberger

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