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Synthesis of Imide and Amine Derivatives via Deoxyamination of Alcohols Using N -Haloimides and Triphenylphosphine.

Charles D IrvingJack T FloreancigMakafui GasonooAlexandra S KelleySébastien Laulhé
Published in: ChemistrySelect (2021)
A deoxyamination methodology of activated and unactivated alcohols is presented. The reaction is mediated by phosphonium intermediates generated in situ from N -haloimides and triphenylphosphine. The protocol allows for the synthesis of phthalimide and amine derivatives in moderate to good yields at room temperature. A series of NMR experiments have provided insight into the reactive intermediates involved and the mechanism of this deoxyamination reaction.
Keyphrases
  • room temperature
  • ionic liquid
  • high resolution
  • magnetic resonance
  • randomized controlled trial
  • high intensity