Visible-light promoted photocatalyst-free aerobic α-oxidation of tertiary amines to amides
Xinpeng Xie, Xuan Guo, Kaikai Qiao, Lei Shi
Abstract
A photocatalyst-free, visible-light-induced strategy for the α-oxygenation of tertiary amines by molecular oxygen (1 atm), enabled by electron-donor-acceptor (EDA) complexes, has been developed. This EDA-complex mediated process provides a facile access to amides and esters from readily accessible corresponding amines and ethers without the need for an external photoredox catalyst, and also features mild reaction conditions, broad substrate scope and excellent functional group compatibility. Mechanistic studies indicated a short radical chain reaction triggered by the decomposition of EDA complexes upon visible-light irradiation.
Topics & Concepts
PhotocatalysisPhotochemistryVisible spectrumElectron acceptorMolecular oxygenChemistryOxygenElectron donorOxygenationAcceptorCombinatorial chemistryCatalysisOrganic chemistryMaterials scienceOptoelectronicsMedicineAnesthesiaPhysicsCondensed matter physicsSynthesis and Catalytic ReactionsRadical Photochemical ReactionsOxidative Organic Chemistry Reactions