Copper catalyzed synthesis of fused benzimidazolopyrazine derivatives via tandem benzimidazole formation/annulation of δ-alkynyl aldehyde

Org Biomol Chem. 2013 Nov 28;11(44):7712-20. doi: 10.1039/c3ob41044g. Epub 2013 Oct 10.

Abstract

A novel route to synthesize the biologically active benzimidazolopyrazine core is outlined. The reaction proceeds via tandem benzimidazole formation/annulations of indole, pyrrole and aliphatic δ-alkynyl aldehydes in the presence of copper salts and green solvents with moderate to good yields.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Aldehydes / chemistry*
  • Benzimidazoles / chemistry*
  • Catalysis
  • Copper / chemistry*
  • Magnetic Resonance Spectroscopy
  • Pyrazines / chemistry*
  • Spectrometry, Mass, Electrospray Ionization
  • Spectrophotometry, Infrared

Substances

  • Aldehydes
  • Benzimidazoles
  • Pyrazines
  • Copper
  • benzimidazole