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

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.

Automated summary

A photoredox/copper cocatalyzed domino cyclization of oxime esters with TMSCN has been developed to obtain structurally novel tetrasubstituted pyrazines. This method demonstrates high bond-forming efficiency, step economy, broad substrate scope, and gram-scale synthesis. Preliminary bioactivity evaluation of the pyrazine products shows promising antifungal activities.