<p>Alkynylmethylselenation of arynes with alkynes and PhSO<sub>2</sub>SeCH<sub>3</sub> is completed using a simple copper catalytic system, which effectively prevents challenging side reactions such as terminal alkyne selenation and aryne hydrosulfonylation. 33 examples of structurally novel 2-alkynylarylmethyl selenides, late-stage arylmethylselenation of terminal alkyne-containing pharmaceuticals and incorporation of the SeCD<sub>3</sub> group have been successfully achieved under mild reaction conditions. Compound <b>4j</b> is a promising candidate for antioxidant development, as it efficiently reduces oxidative stress injury by scavenging ROS and enhancing endogenous antioxidant defenses.</p> Graphical Abstract <p></p>

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Synthesis of antioxidant 2-alkynylarylmethyl selenides via three-component assembly of arynes, alkynes and PhSO2SeCH3

  • Jiayi Liang,
  • Lijing Wang,
  • Yujie Chen,
  • Jie Hu,
  • Weiqiang Lin,
  • Ge Wu,
  • Wenxi Zhang

摘要

Alkynylmethylselenation of arynes with alkynes and PhSO2SeCH3 is completed using a simple copper catalytic system, which effectively prevents challenging side reactions such as terminal alkyne selenation and aryne hydrosulfonylation. 33 examples of structurally novel 2-alkynylarylmethyl selenides, late-stage arylmethylselenation of terminal alkyne-containing pharmaceuticals and incorporation of the SeCD3 group have been successfully achieved under mild reaction conditions. Compound 4j is a promising candidate for antioxidant development, as it efficiently reduces oxidative stress injury by scavenging ROS and enhancing endogenous antioxidant defenses.

Graphical Abstract