One-pot synthesis of spiropyrroloquinoline-isoindolinone and their aza-analogs via the Ugi-4CR/metal-free intramolecular bis-annulation process

Org Biomol Chem. 2015 Aug 14;13(30):8211-20. doi: 10.1039/c5ob01095k.

Abstract

This presentation discloses a one-pot synthesis of a series of spiropyrroloquinoline isoindolinone and spiropyrroloquinoline aza-isoindolinone scaffolds. The reaction proceeds by the combination of a Ugi four-component reaction (4CR) and two intramolecular cyclizations under metal-free conditions. The proof of the structures relies on analytical investigation and X-ray crystallography.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Aza Compounds / chemical synthesis*
  • Aza Compounds / chemistry
  • Chemistry, Organic / methods*
  • Isoindoles / chemical synthesis*
  • Isoindoles / chemistry
  • Metals / chemistry*
  • Molecular Conformation
  • Pharmaceutical Preparations / chemistry
  • Quinolines / chemical synthesis*
  • Quinolines / chemistry
  • Spiro Compounds / chemical synthesis
  • Spiro Compounds / chemistry

Substances

  • Aza Compounds
  • Isoindoles
  • Metals
  • Pharmaceutical Preparations
  • Quinolines
  • Spiro Compounds