Application of ring-closing metathesis for the synthesis of benzo[3,4]azepino[1,2-b]isoquinolin-9-ones

Chem Pharm Bull (Tokyo). 2011;59(9):1169-73. doi: 10.1248/cpb.59.1169.

Abstract

Cycloaddition reaction between toluamides and benzonitriles was applied to prepare the 3-arylisoquinolines, and their chemical transformation to the dienes 4 was performed. The ring-closing metathesis (RCM) reaction afforded the desired heterocyclic compounds, benzo[3,4]azepino[1,2-b]isoquinolinones 5 in good yield.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Amides / chemistry
  • Benzazepines / chemical synthesis*
  • Benzazepines / chemistry
  • Heterocyclic Compounds / chemical synthesis
  • Heterocyclic Compounds / chemistry
  • Isoquinolines / chemical synthesis
  • Isoquinolines / chemistry*
  • Magnetic Resonance Spectroscopy
  • Molecular Conformation
  • Nitriles / chemistry

Substances

  • Amides
  • Benzazepines
  • Heterocyclic Compounds
  • Isoquinolines
  • Nitriles
  • benzo(3,4)azepino(1,2-b)-isoquinolinone
  • benzonitrile