Login / Signup

Electrochemical Fluorocyclization of N-Allylcarboxamides to 2-Oxazolines by Hypervalent Iodine Mediator.

John D HauptMichael BergerSiegfried R Waldvogel
Published in: Organic letters (2018)
A resource saving protocol for the synthesis of 5-fluoromethyl-2-oxazolines by using electrochemistry has been realized. Thereby, a hypervalent iodine species I(III) is generated by anodic oxidation in the presence of Et3N·5HF and mediates the cyclization of N-allylcarboxamide to 5-fluoromethyl-2-oxazoline. This method allows application to various substrates furnishing the 2-oxazolines with yields up to 68%. The protocol is easy to conduct under constant current conditions offering a sustainable alternative over conventional reagent-based pathways.
Keyphrases
  • randomized controlled trial
  • dual energy
  • hydrogen peroxide
  • ionic liquid
  • heart failure
  • computed tomography
  • molecularly imprinted
  • nitric oxide
  • high resolution
  • acute heart failure
  • genetic diversity