A Three-Component Synthesis of 3-Functionally Substituted 5,6-Dihydropyrrolo[2,1-a]isoquinolines

Chem Biodivers. 2022 Jan;19(1):e202100584. doi: 10.1002/cbdv.202100584. Epub 2021 Nov 24.

Abstract

Synthesis of novel C3-substituted 5,6-dihydropyrrolo[2,1-a]isoquinolines via a three-component domino reaction of 1-aroyl-3,4-dihydroisoquinolines, terminal alkynes and CH-acids under microwave irradiation in dry acetonitrile is described. The method developed enables the obtainment of highly functionalized compounds with pharmacophore groups, which are potentially biologically active.

Keywords: CH-acids; domino reaction; pyrrolo[2,1-a]isoquinolines; terminal alkynes; three-component reactions.

MeSH terms

  • Alkynes / chemistry
  • Cycloaddition Reaction
  • Isoquinolines / chemical synthesis
  • Isoquinolines / chemistry*
  • Magnetic Resonance Spectroscopy
  • Microwaves
  • Molecular Conformation
  • Pyrroles / chemical synthesis
  • Pyrroles / chemistry*

Substances

  • Alkynes
  • Isoquinolines
  • Pyrroles
  • pyrrolo(2,1-a)isoquinoline