Photoredox/copper cocatalyzed domino cyclization of oxime esters with TMSCN: access to antifungal active tetrasubstituted pyrazines

Chem Commun (Camb). 2022 Jun 23;58(51):7200-7203. doi: 10.1039/d2cc02480b.

Abstract

A photoredox/copper cocatalyzed domino cyclization of oxime esters with TMSCN has been developed. A range of structurally novel tetrasubstituted pyrazines have been obtained. This method features high bond-forming efficiency, high step economy, broad substrate scope, and gram-scale synthesis. Moreover, preliminary bioactivity evaluation of pyrazine products shows their promising antifungal activities.

MeSH terms

  • Antifungal Agents / pharmacology
  • Catalysis
  • Copper* / pharmacology
  • Cyanides
  • Cyclization
  • Esters / pharmacology
  • Oximes* / pharmacology
  • Pyrazines / pharmacology
  • Trimethylsilyl Compounds

Substances

  • Antifungal Agents
  • Cyanides
  • Esters
  • Oximes
  • Pyrazines
  • Trimethylsilyl Compounds
  • trimethylsilyl cyanide
  • Copper