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Difluorocarbene-based cyanodifluoromethylation of alkenes induced by a dual-functional Cu-catalyst

Min Zhang, Jin‐Hong Lin, Chuan‐Ming Jin, Ji‐Chang Xiao

2021Chemical Communications15 citationsDOI

Abstract

Although cyanofluoroalkylation has received increasing attention, a toxic cyanation reagent is usually required. Herein, a Cu-catalyzed difluorocarbene-based cyanodifluoromethylation of alkenes with BrCF2CO2Et/NH4HCO3 under photocatalytic conditions is described. BrCF2CO2Et and NH4HCO3 serve as a carbon source and a nitrogen source of the nitrile group, respectively, avoiding the use of a stoichiometric toxic cyanation reagent. The Cu-complex plays a dual role. It is not only a photocatalyst, but also a coupling catalyst for the formation of a C-CN bond.

Topics & Concepts

DifluorocarbeneCatalysisNitrileDual (grammatical number)Carbon fibersNitrogenChemistryMedicinal chemistryMaterials sciencePhotochemistryOrganic chemistryComposite numberComposite materialLiteratureArtFluorine in Organic ChemistryInorganic Fluorides and Related Compounds
Difluorocarbene-based cyanodifluoromethylation of alkenes induced by a dual-functional Cu-catalyst | Litcius