4.6 Article

Metal-free intramolecular aminofluorination of alkenes mediated by PhI(OPiv)(2)/hydrogen fluoride-pyridine system

Journal

ORGANIC & BIOMOLECULAR CHEMISTRY
Volume 10, Issue 43, Pages 8566-8569

Publisher

ROYAL SOC CHEMISTRY
DOI: 10.1039/c2ob26664d

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Funding

  1. National Basic Research Program of China [2012CB822100]
  2. National Natural Science Foundation of China (NSFC) [21072017, 21072016, 20972012]

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A convenient, metal-free intramolecular aminofluorination of alkenes has been developed. Employing readily available PhI(OPiv)(2) and hydrogen fluoride-pyridine in the presence of BF3 center dot OEt2, tosyl-protected pent-4-en-1-amines were converted to 3-F-piperidines in one step in good yields as well as high stereoselectivity.

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