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Photochemical O−H Functionalization Reactions of Cyclic Diazoamides

Claire Empel, Dennis Verspeek, Sripati Jana, René M. Koenigs

2020Advanced Synthesis & Catalysis37 citationsDOIOpen Access PDF

Abstract

Abstract Herein, we describe the photochemical O−H functionalization reaction of acidic alcohols with cyclic diazoamides. We studied the O−H functionalization reaction of different fluorinated and non‐fluorinated alcohols to give the corresponding ether products in high yields (43 examples, up to 97% yield). Furthermore, we performed studies to evaluate a photoexcited proton transfer reaction pathway in comparison to classic carbene transfer reactions. magnified image

Topics & Concepts

ChemistrySurface modificationCarbenePhotochemistryYield (engineering)EtherOrganic chemistryCatalysisPhysical chemistryMetallurgyMaterials scienceCyclopropane Reaction MechanismsCatalytic C–H Functionalization MethodsSynthesis and Catalytic Reactions