Synthesis of Diverse Aryliodine(<scp>III</scp>) Reagents by Anodic Oxidation<sup>†</sup>
Bing Zu, Jie Ke, Yonghong Guo, Chuan He
Abstract
Main observation and conclusion An anodic oxidation enabled synthesis of hypervalent iodine(III) reagents from aryl iodides is demonstrated. Under mild electrochemical conditions, a range of aryliodine(III) reagents including iodosylarenes, (difunctionaliodo)arenes, benziodoxoles and diaryliodonium salts can be efficiently synthesized and derivatized in good to excellent yields with high selectivity. As only electrons serve as the oxidation reagents, this method offers a more straightforward and sustainable manner avoiding the use of expensive or hazardous chemical oxidants.
Topics & Concepts
Hypervalent moleculeChemistryReagentIodineElectrochemistryArylAnodic oxidationCombinatorial chemistryAnodeSelectivityOrganic chemistryElectrodeCatalysisAlkylPhysical chemistryOxidative Organic Chemistry ReactionsRadical Photochemical ReactionsCatalytic C–H Functionalization Methods