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Visible‐Light‐Induced Radical Defluoroborylation of Trifluoromethyl Alkenes: An Access to <i>gem</i>‐Difluoroallylboranes

Guojun Chen, Liling Wang, Xiaozu Liu, Peijun Liu

2020Advanced Synthesis & Catalysis44 citationsDOI

Abstract

Abstract A photoredox‐catalyzed defluoroborylation of trifluoromethyl alkenes with N ‐heterocyclic carbene boranes is described for the synthesis of gem ‐difluoroallylboranes. This protocol exhibits a broad substrate scope and good functional group compatibility, which enables the late‐stage functionalization of structurally complex compounds. Further transformations of the defluoroborylation products to valuable CF 2 ‐containing molecules are also demonstrated. magnified image

Topics & Concepts

ChemistryTrifluoromethylBoranesTrifluoromethylationCarbeneSurface modificationMoleculePhotoredox catalysisRadicalVisible spectrumCombinatorial chemistryPhotochemistryCatalysisOrganic chemistryBoronPhotocatalysisAlkylOptoelectronicsPhysicsPhysical chemistryFluorine in Organic ChemistryRadical Photochemical ReactionsInorganic Fluorides and Related Compounds
Visible‐Light‐Induced Radical Defluoroborylation of Trifluoromethyl Alkenes: An Access to <i>gem</i>‐Difluoroallylboranes | Litcius