Visible light-induced g-C <sub>3</sub> N <sub>4</sub> catalyzed C–H acylation and trifluoromethylation of quinoxalinones: an efficient and recyclable approach

Photoinduced C-H functionalization of quinoxalines is a key transformation for the derivatization of biologically relevant molecules. Traditionally, homogeneous catalysts such as transition metal complexes or organic dyes are indispensable for these transformations. However, these methods often suffer from limitations related to cost, recyclability, and environmental impact. Herein, by using inexpensive, readily available and recyclable graphitic carbon nitride (g-C<sub>3</sub>N<sub>4</sub>) as a heterogeneous photocatalyst, a diverse range of acyl- and trifluoromethyl-functionalized quinoxalinone derivatives were synthesized in good to excellent yields under the irradiation of blue LEDs. Control experiments confirmed that the photogenerated electrons played a pivotal role in promoting the generation of acyl and trifluoromethyl radical intermediates. Moreover, g-C<sub>3</sub>N<sub>4</sub> showed no significant loss of activity after at least six reaction cycles. Potentially, g-C<sub>3</sub>N<sub>4</sub> represents a promising alternative to noble metal photocatalysts in organic synthesis.

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Publication Details

Journal
Organic & Biomolecular Chemistry
Published
2025-01-01
DOI
https://doi.org/10.1039/d5ob00018a
Citations
1
Primary Topic
Fluorine in Organic Chemistry
Type
article
Field-Weighted Citation Impact
0.79
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article

Visible light-induced g-C 3 N 4 catalyzed C–H acylation and trifluoromethylation of quinoxalinones: an efficient and recyclable approach

Taiping Gao, Cong Li, Zongjie Ma, Xiaoxiao Chu et al.
1 citations
Organic & Biomolecular Chemistry
Fluorine in Organic Chemistry
0.79
article

Visible light-induced g-C 3 N 4 catalyzed C–H acylation and trifluoromethylation of quinoxalinones: an efficient and recyclable approach

Taiping Gao, Cong Li, Zongjie Ma, Xiaoxiao Chu, Gaoli Chen, Linzhao Li
article en
1 citations

Abstract

Photoinduced C-H functionalization of quinoxalines is a key transformation for the derivatization of biologically relevant molecules. Traditionally, homogeneous catalysts such as transition metal complexes or organic dyes are indispensable for these transformations. However, these methods often suffer from limitations related to cost, recyclability, and environmental impact. Herein, by using inexpensive, readily available and recyclable graphitic carbon nitride (g-C<sub>3</sub>N<sub>4</sub>) as a heterogeneous photocatalyst, a diverse range of acyl- and trifluoromethyl-functionalized quinoxalinone derivatives were synthesized in good to excellent yields under the irradiation of blue LEDs. Control experiments confirmed that the photogenerated electrons played a pivotal role in promoting the generation of acyl and trifluoromethyl radical intermediates. Moreover, g-C<sub>3</sub>N<sub>4</sub> showed no significant loss of activity after at least six reaction cycles. Potentially, g-C<sub>3</sub>N<sub>4</sub> represents a promising alternative to noble metal photocatalysts in organic synthesis.

Organic & Biomolecular ChemistryVol. 23(15)
Ludong University (CN)
Openalex Percentile: Top 30%
Fluorine in Organic Chemistry
0.79
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Visible light-induced g-C <sub>3</sub> N <sub>4</sub> catalyzed C–H acylation and trifluoromethylation of quinoxalinones: an efficient and recyclable approach — Taiping Gao, Cong Li, et al. · Organic & Biomolecular Chemistry (2025) | TGRS Research Map | TGRS