Light-induced isomerization of quinoline-N-oxide derivatives through Zn-catalysis: a photochemical approach for synthesizing 2-quinolinone derivatives

Abstract

A novel strategy for the synthesis of quinolin-2(1H)-one and its related derivatives is described. The light-induced Zn-catalyzed isomerization of quinoline-N-oxides proceeds smoothly to afford 2-quinolinones in satisfactory to high yields. Control experiments and computational studies demonstrate that this photochemical isomerization reaction proceeds through an intramolecular hydrogen and oxygen transfer reaction, ensuring 100% atomic economy.