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Vicinal Difunctionalization of Alkenes: Chlorotrifluoromethylation with CF3SO2Cl by Photoredox Catalysis
Abstract
Photoredox-catalyzed vicinal chlorotrifluoromethylation of alkene is described. In the presence of Ru(Phen)3Cl2, CF3SO2Cl was used as a source for the CF3 radical and chloride ion under visible light irradiation. Various terminal and internal alkenes were transformed to their vicinal chlorotrifluoromethylated derivatives. Biologically active compounds were applied under the condition to obtain desired products, suggesting that the method could be feasible for late-stage modification in drug discovery.
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Cites
Prier, C. K., Rankic, D. A., & MacMillan, D. W. C. (2013) · Chemical Reviews · doi:10.1021/cr300503r · Cited by 9,590
Cited by
Tay, N. E. S., Lehnherr, D., & Rovis, T. (2022) · Chemical Reviews · doi:10.1021/acs.chemrev.1c00384 · Cited by 518
Tang, X.-J., Thomoson, C. S., & Dolbier, W. R. (2014) · Organic Letters · doi:10.1021/ol502163f · Cited by 323
Recent advances in photoinduced trifluoromethylation and difluoroalkylation
Pan, X., Xia, H., & Wu, J. (2016) · Organic Chemistry Frontiers · doi:10.1039/c6qo00153j · Cited by 283
Metadata
- Authors
- Oh, S. H., Malpani, Y. R., Ha, N., Jung, Y.-S., & Han, S. B.
- Venue
- Organic Letters
- Publisher
- American Chemical Society (ACS)
- Published
- 2014-02-26
- Volume
- 16
- Issue
- 5
- Pages
- 1310-1313
- ISSN
- 1523-7052 (ISSN-L)
- 1523-7060
- OpenAlex
- W2331532925
- Cited by
- 260
- References
- 1
- FWCI
- 14.45
- Type
- journal article
- Language
- en
- Open access
- closed
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- CoChat. (2026). Citation check: Vicinal Difunctionalization of Alkenes: Chlorotrifluoromethylation with CF3SO2Cl by Photoredox Catalysis. https://app.cochat.ai/papers/10.1021/ol403716t
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- Oh, S. H., Malpani, Y. R., Ha, N., Jung, Y.-S., & Han, S. B. (2014). Vicinal Difunctionalization of Alkenes: Chlorotrifluoromethylation with CF3SO2Cl by Photoredox Catalysis. Organic Letters. https://doi.org/10.1021/ol403716t
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