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

Xiaojun Tang, Charles S. Thomoson, William R. Dolbier

Organic Letters · 2014 · 319 citations · 31 references

Concepts

Abstract

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.

References

31