Synthesis of 2,4-Disubstituted Imidazoles via Nucleophilic Catalysis

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Abstract
A convergent, microwave-assisted protocol for the synthesis of disubstituted NH-imidazoles via nucleophilic catalysis is described. The substituted imidazoles are accessed via the intramolecular addition of a variety of amidoxime substrates to activated alkynes followed by a thermally induced rearrangement of the in situ generated O-vinylamid­oxime species. The unprotected imidazoles contain an aryl group at the 2-position as well as an ester moiety at the 4-position.
Funding Information
  • ngineering and Physical Sciences Research Council (EP/J003298/1)
  • Pfizer
  • University of Nottingham
  • Royal Society of Chemistry