Visible-Light-Induced Metal-Free Radical Cascade Trifluoromethylation/Cyclization for Synthesis of Trifluoromethyl/Trifluoroethyl Tetrahydroquinolines
A visible-light-induced cascade radical trifluoromethylation/cyclization of the <i>N</i>-Boc-<i>N</i>-(isopentenyl)-arylamine with CF<sub>3</sub>Br has been developed to afford trifluoromethyl tetrahydroquinoline (THQ) derivatives in good yields. Meanwhile, when <i>N</i>-Boc-<i>N</i>-homoallyl-arylamines were used as substrates, trifluoroethyl tetrahydroquinoline derivatives were obtained. The process features advantages such as high regioselectivity, cheap and easily available trifluoromethyl source (CF<sub>3</sub>Br), and green energy.
Authors
- Yulai Hu (ORCID: https://orcid.org/0000-0002-9630-4150)
- Ke‐Hu Wang (ORCID: https://orcid.org/0000-0001-8246-3559)
- Zhoubin Deng
- Zhiguang Zhu (ORCID: https://orcid.org/0009-0008-7859-9734)
- Danfeng Huang (ORCID: https://orcid.org/0000-0002-5848-1164)
- Yuyu Lv (ORCID: https://orcid.org/0000-0002-9044-3934)
- Junjiao Wang (ORCID: https://orcid.org/0000-0002-5091-5263)
- Xiaopeng Hai
Institutions
- State Key Laboratory of Applied Organic Chemistry
- Northwest Normal University (CN)
- Lanzhou University (CN)
Publication Details
- Journal
- The Journal of Organic Chemistry
- Published
- 2025-10-23
- DOI
- https://doi.org/10.1021/acs.joc.5c01452
- Citations
- 2
- Primary Topic
- Fluorine in Organic Chemistry
- Type
- article
- Field-Weighted Citation Impact
- 1.58