Electrochemical Oxidative (4 + 2) Cyclization of Anilines and <i>o</i>-Phenylenediamines for the Synthesis of Phenazines
Peng‐Fei Huang, Jia-Le Fu, Ying Peng, Kewen Tang, Yu Liu
Abstract
Phenazines, crucial constituents of nitrogen-containing heterocycles, widely exist in functional compounds. Herein, we report an anodic oxidative (4 + 2) cyclization between anilines and o -phenylenediamines for the uniform construction of phenazines in a simple undivided cell. Dual C–H amination followed by oxidation represents an outstanding step and atom efficiency. A sequence of phenazines is produced with excellent functional group tolerance at room temperature.
Topics & Concepts
ChemistryAminationOxidative phosphorylationNitrogen atomElectrochemistryFunctional groupCombinatorial chemistryOrganic chemistryGroup (periodic table)CatalysisBiochemistryElectrodePhysical chemistryPolymerRadical Photochemical ReactionsCatalytic C–H Functionalization MethodsOxidative Organic Chemistry Reactions