Visible-Light-Induced Mpg-C3N4 Catalyzed C(sp2)−H Thiocyanation of Ketene Dithioacetals

Fumeng Yin, Shan Hu, Shuwei Zhu, Shifeng Xing, Hongjun Zhu

Research output: Contribution to journalArticlepeer-review

Abstract

Using mesoporous graphite carbon nitride (mpg-C3N4) as metal-free heterogeneous catalyst, the thiocyanation of ketene dithioacetals was achieved under visible light irradiation with oxygen as green oxidant and without any other additives. The present protocol has excellent functional group tolerance and the desired tetrasubstituted alkenyl thiocyanides were obtained in moderate to good yields. Moreover, the recyclable mpg-C3N4 catalyst could be used at least 6 times without significant loss of activities. A series of mechanistic validation experiments indicated that the reaction involves a radical process.

Original languageEnglish
Article numbere202401180
JournalEuropean Journal of Organic Chemistry
Volume28
Issue number4
DOIs
StatePublished - 24 Jan 2025
Externally publishedYes

Keywords

  • C−H thiocyanation
  • Internal alkenes
  • Mesoporous graphitic carbon nitride
  • Metal-free
  • Photocatalysis

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