4.7 Article

Hypervalent Iodine Mediated para-Selective Fluorination of Anilides

Journal

JOURNAL OF ORGANIC CHEMISTRY
Volume 78, Issue 2, Pages 728-732

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/jo302099d

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Funding

  1. National Basic Research Program of China [2012CB822100]
  2. National Natural Science Foundation of China [20972012]

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A metal-free method for the direct regioselective fluorination of anilides has been developed. In the presence of bis(tert-butylcarbonyloxy)iodobenzene (PhI(OPiv)(2)) and hydrogen fluoride-pyridine, the para-fluorination products of anilides were obtained in moderate to good yields. Because of its operational safety and the use of readily available reagents, this new procedure provides facile access to a variety of para-fluorinated anilides.

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