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

被引:303
作者
Tang, Xiao-Jun [1 ]
Thomoson, Charles S. [1 ]
Dolbier, William R., Jr. [1 ]
机构
[1] Univ Florida, Dept Chem, Gainesville, FL 32611 USA
关键词
ACTIVATED ALKENES; ROOM-TEMPERATURE; SODIUM TRIFLUOROMETHANESULFINATE; ENANTIOSELECTIVE SYNTHESIS; CF3-CONTAINING OXINDOLES; RUTHENIUM(II) COMPLEX; MEDICINAL CHEMISTRY; TRIFLUOROMETHYLATION; FUNCTIONALIZATION; CASCADE;
D O I
10.1021/ol502163f
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
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.
引用
收藏
页码:4594 / 4597
页数:4
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