Electrochemical Oxidative Ring‐Opening Reactions of 2H‐Indazoles with Alcohols to Obtain Ortho‐alkoxycarbonylated Azobenzenes

Abstract

AbstractA strategy for synthesis of azo‐derived compounds by electrochemical oxidative ring‐opening reactions of 2H‐indazoles with alcohols is reported. The reactions are carried out under galvanostatic electrolysis conditions in an undivided cell without the use of transition metal catalysts. On the basis of cyclic voltammetry and control experiments, a plausible mechanism for this ring‐opening reaction involving the radical pathway is proposed. Furthermore, various 2H‐indazoles and alcohols are suitable in this system, giving the desired ortho‐alkoxycarbonylated azobenzenes in 9–84% yields.