4.7 Article

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

Journal

CHEMICAL COMMUNICATIONS
Volume 58, Issue 51, Pages 7200-7203

Publisher

ROYAL SOC CHEMISTRY
DOI: 10.1039/d2cc02480b

Keywords

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Funding

  1. National Natural Science Foundation of China [21502096, 21801134]
  2. Natural Science Foundation of Jiangsu Province [BK20150652]
  3. Fundamental Research Funds for the Central Universities [KJQN201629, KJQN201944]
  4. 333 High Level Talent Project'' of Jiangsu Province

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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.
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.

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