4.8 Article

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

Journal

ORGANIC LETTERS
Volume 16, Issue 17, Pages 4594-4597

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/ol502163f

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Funding

  1. Syngenta Crop Protection

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Fluorinated radicals were generated from RfSO2Cl by photoredox catalysis under mild conditions, where R-f = 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.

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