Litcius/Paper detail

HCl‐Catalyzed Aerobic Oxidation of Alkylarenes to Carbonyls

Kaikai Niu, Xiaodi Shi, Ling Ding, Yuxiu Liu, Hongjian Song, Qingmin Wang

2021ChemSusChem42 citationsDOI

Abstract

Abstract The construction of C−O bonds through C−H bond functionalization remains fundamentally challenging. Here, a practical chlorine radical‐mediated aerobic oxidation of alkylarenes to carbonyls was developed. This protocol employed commercially available HCl as a hydrogen atom transfer (HAT) reagent and air as a sustainable oxidant. In addition, this process exhibited excellent functional group tolerance and a broad substrate scope without the requirement for external metal and oxidants. The mechanistic hypothesis was supported by radical trapping, 18 O labeling, and control experiments.

Topics & Concepts

ChemistryCatalysisReagentSubstrate (aquarium)Functional groupSurface modificationPhotochemistryChlorineHydrogen atomRadicalCombinatorial chemistryOrganic chemistryGroup (periodic table)PolymerOceanographyGeologyPhysical chemistryRadical Photochemical ReactionsOxidative Organic Chemistry ReactionsCatalytic C–H Functionalization Methods