Abstract
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 γ-lactams. A mechanism involving silver-catalyzed oxidative generation of amidyl radicals and silver-assisted fluorine atom transfer was proposed.
Publication types
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Research Support, Non-U.S. Gov't
MeSH terms
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Alkenes / chemical synthesis
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Alkenes / chemistry*
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Amines / chemical synthesis
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Amines / chemistry
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Catalysis
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Diazonium Compounds / chemical synthesis
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Diazonium Compounds / chemistry
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Halogenation
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Lactams / chemical synthesis*
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Lactams / chemistry
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Oxidation-Reduction
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Silver / chemistry*
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Water / chemistry
Substances
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Alkenes
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Amines
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Diazonium Compounds
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Lactams
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Water
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Silver
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selectfluor