HFIP Mediated Synthesis of C4‐Aryl‐2‐quinolones through Serial Oxidation

Abstract

A practical, efficient approach for the synthesis of C4‐arylated 2‐quinolones from propargylic chlorides and anilines has been developed. The synthesis process involves subsequent oxidations of the initial products, tetrahydroquinolines and quinolinium ions, eventually leading to desired quinolones. A mechanism for the transformation is proposed based on a meticulous examination of intermediates and comprehensive control experiments. With a thorough understanding of the reaction mechanism, the applicability of the reaction scope is expanded.