Visible-Light-Promoted Cascade Radical Trifluoromethylation/Cyclization for the Synthesis of Trifluoromethylated Tricyclic Quinoxalinonyl Compounds
Tricyclic quinoxalinonyl compounds represent an important class of tricyclic fused <i>N</i>-heterocyclic systems widely distributed in pharmaceutical agents and biologically active molecules. Herein, we described a visible-light-induced radical trifluoromethylation/cyclization reaction using cost-effective and readily available CF<sub>3</sub>Br as the trifluoromethyl source. This strategy enables, for the first time, the efficient construction of a series of trifluoromethylated tricyclic quinoxalinonyl compounds from <i>N</i>-(isopentenyl)quinoxalin-2(1<i>H</i>)-ones and <i>N</i>-homoallylquinoxalin-2(1<i>H</i>)-ones via radical trifluoromethylation/cyclization. The method features mild reaction conditions and excellent functional group compatibility and can be extended to various fluoroalkyl reagents such as C<sub>6</sub>F<sub>13</sub>Br and C<sub>8</sub>F<sub>17</sub>Br, providing a mild and efficient synthetic approach for introducing diverse fluoroalkyl groups to organic compounds.
Authors
- Yulai Hu
- Zhoubin Deng
- Zhang Bosheng
- JunJiao Wang
- Ke‐Hu Wang
- Yuyu Lv
- Danfeng Huang
- Zhijun Zhu
Institutions
- State Key Laboratory of Chemical Engineering (CN)
- Northwest Normal University (CN)
- Lanzhou University (CN)
Publication Details
- Journal
- The Journal of Organic Chemistry
- Published
- 2026-01-06
- DOI
- https://doi.org/10.1021/acs.joc.5c02647
- Citations
- 1
- Primary Topic
- Fluorine in Organic Chemistry
- Type
- article
- Field-Weighted Citation Impact
- 27.80