Visible-light-driven SAQS-catalyzed aerobic oxidative dehydrogenation of alkyl 2-phenylhydrazinecarboxylates

Abstract

Azo compounds are useful molecules with a wide range of applications in organic chemistry. Here, a novel visible-light-driven oxidative dehydrogenation of alkyl 2-phenylhydrazinecarboxylates is used for the synthesis of azo compounds. This synthetic method was conducted under an aerobic environment with mild reaction conditions. Sodium anthraquinone sulfonate (SAQS) was employed as the crucial organic photocatalyst in a visible-light-driven reaction to generate various azo compounds in high yields. In addition, aerobic transformation of hydrazobenzenes to azobenzenes using visible light was successfully carried out under SAQS-mediated reaction conditions. This procedure is a practical and promising synthetic approach to produce useful azo compounds.