Photoinitiated Cascade for Rapid Access to Pyrroloquinazolinone Core of Vasicinone, Luotonins, and Related Alkaloids

Org Lett. 2019 Apr 19;21(8):2855-2858. doi: 10.1021/acs.orglett.9b00858. Epub 2019 Apr 1.

Abstract

Furylimines of aromatic o-nitro aldehydes undergo a photoinduced cascade transformation offering rapid atom- and step-economical access to complex polyheterocyclic scaffolds possessing a privileged pyrroloquinazolinone core.

Publication types

  • Research Support, N.I.H., Extramural

MeSH terms

  • Aldehydes / chemistry
  • Alkaloids / chemistry*
  • Catalysis
  • Cyclization
  • Imines / chemistry
  • Oxidation-Reduction
  • Photochemical Processes
  • Polymers / chemistry
  • Pyrroles / chemistry*
  • Quinazolinones / chemistry*
  • Stereoisomerism

Substances

  • Aldehydes
  • Alkaloids
  • Imines
  • Polymers
  • Pyrroles
  • Quinazolinones
  • vasicinone