4.7 Article

Highly chemoselective, sterically sensitive NHC-catalysed amine acylation with pyridil

Journal

CHEMICAL COMMUNICATIONS
Volume 55, Issue 90, Pages 13526-13529

Publisher

ROYAL SOC CHEMISTRY
DOI: 10.1039/c9cc06937b

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Funding

  1. Science Foundation Ireland
  2. Solid State Pharmaceutical Centre [12/RC/2275]

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A new strategy for the protection of amines has been developed involving reaction with pyridil under the influence of N-heterocyclic carbene catalysis. The methodology is capable of distinguishing between two amines characterised by small differences in steric bulk and the resulting pyridoyl amides can be cleaved without requiring either strongly acidic or basic hydrolysis.

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