4.8 Article

Versatile Pd(OTf)2.2H2O-Catalyzed ortho-Fluorination Using NMP as a Promoter

Journal

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
Volume 131, Issue 22, Pages 7520-+

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/ja901352k

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Funding

  1. The Scripps Research Institute
  2. Pfizer
  3. U.S. National Science Foundation (NSF) [CHE-0615716]
  4. A. P. Sloan Foundation

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Pd(OTf)(2)center dot 2H(2)O-catalyzed ortho-fluorination of triflamide-protected benzylamines is reported. The use of N-fluoro-2,4,6-trimethylpyridinium triflate as the F+ source and NMP as a promoter is crucial for this reaction. The conversion of triflamide into a wide range of synthetically useful functional groups makes this fluorination protocol broadly applicable in medicinal chemistry and synthesis.

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