Photoredox-Catalyzed Tandem Radical Cyclization of N‑Arylacrylamides: General Methods To Construct Fluorinated 3,3-Disubstituted 2‑Oxindoles Using Fluoroalkylsulfonyl Chlorides

Photoredox-Catalyzed Tandem Radical Cyclization of N‑Arylacrylamides: General Methods To Construct Fluorinated 3,3-Disubstituted 2‑Oxindoles Using Fluoroalkylsulfonyl Chlorides

Fluorinated radicals were generated from RfSO2Cl by photoredox catalysis under mild conditions, where Rf = n-C4F9, CF3, CF2H, CH2F, CH2CF3, and CF2CO2Me. This method provided a general way to construct fluorinated 2-oxindoles from reaction with N-arylacrylamides via a proposed tandem radical cycliza...

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Veröffentlicht in:Organic letters 2014-09, Vol.16 (17), p.4594-4597
Hauptverfasser: Tang, Xiao-Jun, Thomoson, Charles S, Dolbier, William R
Format: Artikel
Sprache:eng
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Zusammenfassung:Fluorinated radicals were generated from RfSO2Cl by photoredox catalysis under mild conditions, where Rf = n-C4F9, CF3, CF2H, CH2F, CH2CF3, and CF2CO2Me. This method provided a general way to construct fluorinated 2-oxindoles from reaction with N-arylacrylamides via a proposed tandem radical cyclization process.
ISSN:1523-7060
1523-7052
DOI:10.1021/ol502163f