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Regiodivergent synthesis of functionalized pyrimidines and imidazoles through phenacyl azides in deep eutectic solvents.

Paola VitaleLuciana CiccoIlaria CellamareFilippo Maria PernaAntonio SalomoneAlejandro Presa Soto
Published in: Beilstein journal of organic chemistry (2020)
We report that phenacyl azides are key compounds for a regiodivergent synthesis of valuable, functionalized imidazole (32-98% yield) and pyrimidine derivatives (45-88% yield), with a broad substrate scope, when using deep eutectic solvents [choline chloride (ChCl)/glycerol (1:2 mol/mol) and ChCl/urea (1:2 mol/mol)] as environmentally benign and non-innocent reaction media, by modulating the temperature (25 or 80 °C) in the presence or absence of bases (Et3N).
Keyphrases
  • quantum dots
  • ionic liquid
  • signaling pathway
  • molecularly imprinted
  • amino acid
  • solid phase extraction