Ruthenium(II)-Catalyzed Double Annulation of Quinones: Step-Economical Access to Valuable Bioactive Compounds

Chemistry. 2020 Aug 26;26(48):10981-10986. doi: 10.1002/chem.202001434. Epub 2020 Jul 9.

Abstract

Double ruthenium(II)-catalyzed alkyne annulations of quinones were accomplished. Thus, a strategy is reported that provides step-economical access to valuable quinones with a wide range of applications. C-H/N-H activations for alkyne annulations of naphthoquinones provided challenging polycyclic quinoidal compounds by forming four new bonds in one step. The singular power of the thus-obtained compounds was reflected by their antileukemic activity.

Keywords: C−H activation; alkynes; annulation; quinones; ruthenium.

MeSH terms

  • Alkynes / chemistry
  • Catalysis
  • Humans
  • Leukemia / drug therapy
  • Quinones / chemistry*
  • Ruthenium / chemistry*

Substances

  • Alkynes
  • Quinones
  • Ruthenium