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.
Authors
- Taiping Gao (ORCID: https://orcid.org/0000-0001-8797-7997)
- Cong Li (ORCID: https://orcid.org/0000-0003-0312-0107)
- Zongjie Ma
- Xiaoxiao Chu (ORCID: https://orcid.org/0000-0002-9524-2883)
- Gaoli Chen (ORCID: https://orcid.org/0000-0001-8652-2624)
- Linzhao Li
Institutions
- Ludong University (CN)
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