Decatungstate-Photocatalyzed Hydroamidomethylation of Azobenzenes with <i>N</i>,<i>N</i>-Dimethylamides
Jingya Yang, Cunhui Wang, Yating Han, Bao Huang, Shouying Mei, Dong‐Ping Chen, Hongyan Zhou
Abstract
A photocatalytic hydroamidomethylation of azobenzenes with N, N -dimethylamides has been developed. Using tetrabutylammonium decatungstate (TBADT) as a photocatalyst, an array of azobenzenes and N, N -dimethylamides reacted smoothly under visible light irradiation, affording previously unreported N -amidomethyl- N, N ′-diarylhydrazines in generally high yields. Mechanistic studies indicate that the reaction is enabled by TBADT-mediated hydrogen atom transfer (HAT) photocatalysis. This work is fundamentally different from the previously reported reaction of N, N -dimethylformamide with azobenzenes.
Topics & Concepts
ChemistryPhotocatalysisPhotochemistryDimethylformamideHydrogen atomAzobenzeneIrradiationVisible spectrumMedicinal chemistryMoleculeCatalysisOrganic chemistryOptoelectronicsGroup (periodic table)SolventNuclear physicsPhysicsRadical Photochemical ReactionsSulfur-Based Synthesis TechniquesCatalytic C–H Functionalization Methods