An efficient domino strategy for synthesis of 3-substituted 4-oxo-4,5-dihydro-1H-pyrrolo[3,2-c]pyridine derivatives in water

Mol Divers. 2022 Jun;26(3):1663-1674. doi: 10.1007/s11030-021-10294-4. Epub 2021 Aug 19.

Abstract

A strategy for catalyst-free domino reaction of 4-aminopyridin-2(1H)-ones, arylglyoxal hydrates and different 1,3-dicarbonyl compounds in water has been established. The mild and efficient procedure afforded pyrrolo[3,2-c]pyridine derivatives with 76-94% yields after simple crystallization. The present procedure shows promising characteristics, such as readily available starting materials, the use of water as reaction media, simple and efficient one-pot operation, and avoiding the need for any hazardous or expensive catalysts.

Keywords: Domino strategy; Pyrrolo[3,2-c]pyridine; Synthesis; Water.

MeSH terms

  • Catalysis
  • Oxotremorine / analogs & derivatives
  • Pyridines*
  • Water*

Substances

  • Pyridines
  • Water
  • N-methylacetamide-oxotremorine M
  • Oxotremorine