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

Abstract In this study, we report a visible‐light‐induced catalyzed C─H/N─H cross coupling of quinoxalin‐2(1 H )‐ones with aliphatic amines using DABCO (1,4‐diazabicyclo[2.2.2]octane) assisted mpg‐C 3 N 4 (mesoporous graphitic carbon nitride). This reaction yields 3‐aminoquinoxalin‐2(1 H )‐ones in moderate to high yields under room temperature conditions in tetrahydrofuran as solvent and O 2 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.

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Publication Details

Journal
ChemistrySelect
Published
2025-02-01
DOI
https://doi.org/10.1002/slct.202405537
Citations
1
Primary Topic
Advanced Photocatalysis Techniques
Type
article
Field-Weighted Citation Impact
0.36

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article

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

Chen Fan, Guangliang Song, Mushou Cai, Hongjun Zhu et al.
1 citations
ChemistrySelect
Advanced Photocatalysis Techniques
0.36
article

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

Chen Fan, Guangliang Song, Mushou Cai, Hongjun Zhu, Xueying Lin
article en
1 citations

Abstract

Abstract In this study, we report a visible‐light‐induced catalyzed C─H/N─H cross coupling of quinoxalin‐2(1 H )‐ones with aliphatic amines using DABCO (1,4‐diazabicyclo[2.2.2]octane) assisted mpg‐C 3 N 4 (mesoporous graphitic carbon nitride). This reaction yields 3‐aminoquinoxalin‐2(1 H )‐ones in moderate to high yields under room temperature conditions in tetrahydrofuran as solvent and O 2 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.

ChemistrySelectVol. 10(7)
Nanjing Tech University (CN)
Key Technologies Research and Development Program, National Key Research and Development Program of China
Openalex Percentile: Top 46%
Advanced Photocatalysis Techniques
0.36
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