Electro-organic synthesis of tetrahydroimidazo[1,2-a]pyridin-5(1H)-one via a multicomponent reaction

Mol Divers. 2021 Feb;25(1):509-516. doi: 10.1007/s11030-019-10029-6. Epub 2020 Jan 9.

Abstract

Electro-synthesis through a one-pot three-component condensation of corresponding aldehydes, Meldrum's acid, and 2-(nitromethylene)imidazolidine resulted in a series of novel tetrahydroimidazo[1,2-a]pyridine-5(1H)-one derivatives containing an electronegative pharmacophore (=CNO2). The process was carried out in propanol medium with sodium bromide presented as electrolyte, inside an undivided cell with good to excellent yields. As a powerful entry into fused polycyclic structures related to bioactive heterocycles, this green protocol shows great potential.

Keywords: 2-(Nitromethylene)imidazolidine; Electro-organic synthesis; Imidazo[1,2-a]pyridine; Meldrum’s acid; Multicomponent reaction.

MeSH terms

  • Chemistry Techniques, Synthetic*
  • Dioxanes / chemistry
  • Electrochemistry / methods*
  • Pyridines / chemical synthesis*
  • Pyridines / chemistry

Substances

  • Dioxanes
  • Pyridines
  • Meldrum's acid
  • pyridine