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A three-component, Zn(OTf)2-mediated entry into trisubstituted 2-aminoimidazoles.

Alexei LukinAnna BakholdinaAnna KryukovaAlexander SapeginMikhail Yu Krasavin
Published in: Beilstein journal of organic chemistry (2019)
A three-component reaction involving in situ generation of propargylureas and subsequent Zn(OTf)2-mediated cyclocondensation with a primary amine yielded trisubstituted 2-aminoimidazoles. These findings are in contrast to the previously reported base-promoted unimolecular cyclization of propargylureas (leading to 2-imidazolones) and extend the range of Lewis acid-catalyzed azole syntheses based on N-carbonyl propargylamines.
Keyphrases
  • heavy metals
  • magnetic resonance
  • magnetic resonance imaging
  • room temperature
  • contrast enhanced