Imino-λ<sup>3</sup>-iodane-Triggered Oxidative Ring-Opening of 2<i>H</i>-Indazoles to <i>ortho</i>-<i>N</i>-Acylsulfonamidated Azobenzenes
Suvam Bhattacharjee, Alakananda Hajra
Abstract
An iminoiodane-enabled oxidative ring-opening of 2 H -indazoles via C–N bond cleavage has been developed under metal-free reaction conditions. This methodology afforded a new array of unsymmetrical ortho - N -acylsulfonamidated azobenzenes with a wide functional group tolerance in good yields. The reaction potentially proceeds through the formation of a zwitterionic adduct, which is formed by the reaction between 2 H -indazoles and iminoiodane.
Topics & Concepts
ChemistryAdductRing (chemistry)Oxidative phosphorylationBond cleavageMedicinal chemistryOxidative cleavageCleavage (geology)Reaction conditionsPhotochemistryStereochemistryOrganic chemistryCatalysisFracture (geology)Geotechnical engineeringBiochemistryEngineeringSynthesis and Catalytic ReactionsCatalytic C–H Functionalization MethodsOxidative Organic Chemistry Reactions