Visible-Light-Induced Catalyzed C─H/N─H Cross Coupling of Quinoxalin-2(1H)-ones with Aliphatic Amines Using Mesoporous Graphitic Carbon Nitride

Xueying Lin, Congxuan Fan, Mushou Cai, Guangliang Song, Hongjun Zhu

Research output: Contribution to journalArticlepeer-review

Abstract

In this study, we report a visible-light-induced catalyzed C─H/N─H cross coupling of quinoxalin-2(1H)-ones with aliphatic amines using DABCO (1,4-diazabicyclo[2.2.2]octane) assisted mpg-C3N4 (mesoporous graphitic carbon nitride). This reaction yields 3-aminoquinoxalin-2(1H)-ones in moderate to high yields under room temperature conditions in tetrahydrofuran as solvent and O2 as the sole oxidant. This method displays a good functional group tolerance, requires mild reaction conditions, and enables easy recovery and reuse of the photocatalyst (4 recycles). This pathway to amination, which is predicated upon the use of DABCO as both a base and an electron transfer agent, reveals through a preliminary mechanistic investigation that the reaction involves a radical process.

Original languageEnglish
Article numbere202405537
JournalChemistrySelect
Volume10
Issue number7
DOIs
StatePublished - 19 Feb 2025
Externally publishedYes

Keywords

  • Aliphatic amine
  • C─H/N─H cross coupling
  • Mesoporous graphitic carbon nitride
  • Quinoxalin-2(1H)-ones
  • Visible-light catalysis

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