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

来源：

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 2013年 / 135卷 / 12期

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

页码：4640 / 4643

页数：4

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