Unknown

Dataset Information

0

Photoinitiated Three-Component ?-Perfluoroalkyl-?-heteroarylation of Unactivated Alkenes via Electron Catalysis.

ABSTRACT: A visible-light-initiated ?-perfluoroalkyl-?-heteroarylation of various alkenes with perfluoroalkyl iodides and quinoxalin-2(1 H)-ones is presented. This three-component radical cascade reaction allows an efficient synthesis of a range of perfluoroalkyl containing quinoxalin-2(1 H)-one derivatives in moderate to excellent yields under mild conditions. Reactions proceed via acidic aminyl radicals that are readily deprotonated to give the corresponding radical anions able to sustain the radical chain as single electron transfer reducing reagents. Hence, the overall cascade classifies as an electron-catalyzed process.

SUBMITTER: Zheng D 

PROVIDER: S-EPMC6326532 | biostudies-literature | 2019 Jan

REPOSITORIES: biostudies-literature

Json Xml
altmetric image

Publications

Photoinitiated Three-Component α-Perfluoroalkyl-β-heteroarylation of Unactivated Alkenes via Electron Catalysis.

Zheng Danqing D   Studer Armido A  

Organic letters 20181221 1

A visible-light-initiated α-perfluoroalkyl-β-heteroarylation of various alkenes with perfluoroalkyl iodides and quinoxalin-2(1 H)-ones is presented. This three-component radical cascade reaction allows an efficient synthesis of a range of perfluoroalkyl containing quinoxalin-2(1 H)-one derivatives in moderate to excellent yields under mild conditions. Reactions proceed via acidic aminyl radicals that are readily deprotonated to give the corresponding radical anions able to sustain the radical ch  ...[more]

Similar Datasets

Unknown Three-Component Aminoarylation of Electron-Rich Alkenes by Merging Photoredox with Nickel Catalysis.
| S-EPMC8252614 | biostudies-literature
Unknown Three-component carboacylation of alkenes <i>via</i> cooperative nickelaphotoredox catalysis.
| S-EPMC9214884 | biostudies-literature
Unknown Carboamination of Unactivated Alkenes through Three-Component Radical Conjugate Addition.
| S-EPMC6900080 | biostudies-literature
Unknown Rhodium(III)-Catalyzed Three-Component 1,2-Diamination of Unactivated Terminal Alkenes.
| S-EPMC8290961 | biostudies-literature
Unknown Fe-catalyzed three-component dicarbofunctionalization of unactivated alkenes with alkyl halides and Grignard reagents.
| S-EPMC8163237 | biostudies-literature
Unknown Intermolecular oxidative amination of unactivated alkenes by dual photoredox and copper catalysis.
| S-EPMC8179295 | biostudies-literature
Unknown ?-Perfluoroalkyl-?-alkynylation of alkenes via radical alkynyl migration.
| S-EPMC5637125 | biostudies-literature
Unknown Catalytic Hydroetherification of Unactivated Alkenes Enabled by Proton-Coupled Electron Transfer.
| S-EPMC7451027 | biostudies-literature
Unknown Synergistic palladium/enamine catalysis for asymmetric hydrocarbon functionalization of unactivated alkenes with ketones.
| S-EPMC6677245 | biostudies-literature
Unknown Palladium-Catalyzed Carbocyclizations of Unactivated Alkyl Bromides with Alkenes Involving Auto-tandem Catalysis.
| S-EPMC5632513 | biostudies-literature