Silver-Catalyzed Radical Aminofluorination of Unactivated Alkenes in Aqueous Media

被引:291
作者
Li, Zhaodong [1 ]
Song, Liyan [1 ]
Li, Chaozhong [1 ]
机构
[1] Chinese Acad Sci, Shanghai Inst Organ Chem, Shanghai 200032, Peoples R China
基金
中国国家自然科学基金;
关键词
ALIPHATIC CARBOXYLIC-ACIDS; AMIDYL RADICALS; TRANSFER HYDROAMINATION; CYCLIZATION; FLUORINATION; GENERATION; CHEMISTRY; CONSTRUCTION; ABSTRACTION; PALLADIUM;
D O I
10.1021/ja400124t
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
We report herein a mild and catalytic intramolecular aminofluorination of unactivated alkenes. Thus, with the catalysis of AgNO3, the reactions of various N-arylpent-4-enamides with Selectfluor reagent in CH2Cl2/H2O led to the efficient synthesis of 5-fluoromethyl-substituted gamma-lactams. A mechanism involving silver-catalyzed oxidative generation of amidyl radicals and silver-assisted fluorine atom transfer was proposed.
引用
收藏
页码:4640 / 4643
页数:4
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