Atom-economical Amide Synthesis

  • Author: ChemistryViews
  • Published: 06 August 2013
  • Copyright: Wiley-VCH Verlag GmbH & Co. KGaA
  • Source / Publisher: Journal of the American Chemical Society/American Chemical Society (ACS)
  • Associated Societies: American Chemical Society (ACS), USA
thumbnail image: Atom-economical Amide Synthesis

One of the top challenges in green organic synthesis and process chemistry is an atom-economical amide synthesis.

Soon Hyeok Hong, Center for Nanoparticle Research, Institute for Basic Science (IBS), Seoul, Republic of Korea, and colleagues report the first catalytic, single-step, and redox-neutral transformation of alcohols and nitriles into amide with 100 % atom economy. The amide C−N bond is efficiently formed between the nitrogen atom of nitrile and the α-carbon of alcohol. The reaction is catalyzed by an N-heterocyclic carbene-based ruthenium. No byproducts are produced.

A utility of the reaction was demonstrated by synthesizing 13C or 15N isotope-labeled amides without involvement of any separate reduction and oxidation step.

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