Carboxylic Acid Deoxyfluorination and One-Pot Amide Bond Formation Using Pentafluoropyridine (PFP).

William D G Brittain, Steven L Cobb
Author Information
  1. William D G Brittain: Department of Chemistry, Durham University, South Road, Durham DH1 3LE, United Kingdom. ORCID
  2. Steven L Cobb: Department of Chemistry, Durham University, South Road, Durham DH1 3LE, United Kingdom. ORCID

Abstract

This work describes the application of pentafluoropyridine (PFP), a cheap commercially available reagent, in the deoxyfluorination of carboxylic acids to acyl fluorides. The acyl fluorides can be formed from a range of acids under mild conditions. We also demonstrate that PFP can be utilized in a one-pot amide bond formation via generation of acyl fluorides. This one-pot deoxyfluorination amide bond-forming reaction gives ready access to amides in yields of ≤94%.

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