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Visible‐Light‐Mediated Aerobic Oxidative C(<i>sp</i><sup><i>3</i></sup>)−C(<i>sp</i><sup><i>3</i></sup>) Bond Cleavage of Morpholine Derivatives Using 4CzIPN as a Photocatalyst

Chun‐Lin Dong, Lan‐Qian Huang, Zhi Guan, Chusheng Huang, Yan‐Hong He

2021Advanced Synthesis & Catalysis13 citationsDOI

Abstract

Abstract Herein, a metal‐free strategy for the aerobic oxidative cleavage of the inert C( sp 3 )−C( sp 3 ) bond was developed. Deconstruction of morpholine derivatives was conducted using visible light as an energy source and O 2 as an oxidant under mild conditions. This procedure demonstrated suitable selectivity and functional group tolerance. Moreover, a possible mechanism involving a radical process was proposed based on a series of mechanism exploration and control experiments. magnified image

Topics & Concepts

ChemistryMorpholineOxidative cleavageBond cleavagePhotochemistryOxidative phosphorylationCleavage (geology)SelectivityVisible spectrumFunctional groupMedicinal chemistryStereochemistryOrganic chemistryCatalysisBiochemistryGeotechnical engineeringEngineeringOptoelectronicsPhysicsPolymerFracture (geology)Radical Photochemical ReactionsCatalytic C–H Functionalization MethodsSulfur-Based Synthesis Techniques
Visible‐Light‐Mediated Aerobic Oxidative C(<i>sp</i><sup><i>3</i></sup>)−C(<i>sp</i><sup><i>3</i></sup>) Bond Cleavage of Morpholine Derivatives Using 4CzIPN as a Photocatalyst | Litcius