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Trifluoromethylation of Alkenes by Visible Light Photoredox Catalysis
Abstract
A method for trifluoromethylation of alkenes has been developed employing visible light photoredox catalysis with CF(3)I, Ru(Phen)(3)Cl(2), and DBU. This process works especially well for terminal alkenes to give alkenyl-CF(3) products with only E-stereochemistry. The mild reaction conditions enable the trifluoromethylation of a range of alkenes that bear various functional groups.
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Citations
Cited by
Prier, C. K., Rankic, D. A., & MacMillan, D. W. C. (2013) · Chemical Reviews · doi:10.1021/cr300503r · Cited by 9,590
Carbon Trifluoromethylation Reactions of Hydrocarbon Derivatives and Heteroarenes
Alonso, C., Martínez de Marigorta, E., Rubiales, G., & Palacios, F. (2015) · Chemical Reviews · doi:10.1021/cr500368h · Cited by 1,073
Recent advances in the trifluoromethylation methodology and new CF3-containing drugs
Zhu, W., Wang, J., Wang, S., Gu, Z., Aceña, J. L., Izawa, K., Liu, H., & Soloshonok, V. A. (2014) · Journal of Fluorine Chemistry · doi:10.1016/j.jfluchem.2014.06.026 · Cited by 493
Visible-light radical reaction designed by Ru- and Ir-based photoredox catalysis
Koike, T., & Akita, M. (2014) · Inorg. Chem. Front. · doi:10.1039/c4qi00053f · Cited by 454
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
- Iqbal, N., Choi, S., Kim, E., & Cho, E. J.
- Venue
- The Journal of Organic Chemistry
- Publisher
- American Chemical Society (ACS)
- Published
- 2012-11-30
- Volume
- 77
- Issue
- 24
- Pages
- 11383-11387
- ISSN
- 0022-3263 (ISSN-L)
- 1520-6904
- OpenAlex
- W2334874989
- Cited by
- 234
- References
- 0
- FWCI
- 14.14
- Type
- journal article
- Language
- en
- Open access
- closed
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