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Visible-Light-Promoted Activation of Unactivated C(sp3)–H Bonds and Their Selective Trifluoromethylthiolation
Abstract
Selective functionalization of ubiquitous C(sp 3 )–H bonds using visible light is a highly challenging yet desirable goal in organic synthesis. The development of such processes relies on both rational design and serendipitous discoveries from innovative tools such as screening technologies. Applying a mechanism-based screening strategy, we herein report photoredox-mediated hydrogen atom transfer catalysis for the selective activation of otherwise unactivated C(sp 3 )–H bonds, followed by their trifluoromethylthiolation, which has high potential as a late-stage functionalization tool. The generality of this method is exhibited through incorporation of the trifluoromethylthio group in a large number of C(sp 3 )–H bonds with high selectivity without the need for an excess of valuable substrate.
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Prier, C. K., Rankic, D. A., & MacMillan, D. W. C. (2013) · Chemical Reviews · doi:10.1021/cr300503r · Cited by 9,590
Cited by
Ravelli, D., Fagnoni, M., Fukuyama, T., Nishikawa, T., & Ryu, I. (2018) · ACS Catalysis · doi:10.1021/acscatal.7b03354 · Cited by 533
Tay, N. E. S., Lehnherr, D., & Rovis, T. (2022) · Chemical Reviews · doi:10.1021/acs.chemrev.1c00384 · Cited by 518
Metadata
- Authors
- Mukherjee, S., Maji, B., Tlahuext-Aca, A., & Glorius, F.
- Venue
- Journal of the American Chemical Society
- Publisher
- American Chemical Society (ACS)
- Published
- 2016-12-09
- Volume
- 138
- Issue
- 50
- Pages
- 16200-16203
- ISSN
- 0002-7863 (ISSN-L)
- 1520-5126
- OpenAlex
- W2559490771
- Cited by
- 315
- References
- 1
- FWCI
- 15.74
- Type
- journal article
- Language
- en
- Open access
- closed
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- CoChat. (2026). Citation check: Visible-Light-Promoted Activation of Unactivated C(sp3)–H Bonds and Their Selective Trifluoromethylthiolation. https://app.cochat.ai/papers/10.1021/jacs.6b09970
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- Mukherjee, S., Maji, B., Tlahuext-Aca, A., & Glorius, F. (2016). Visible-Light-Promoted Activation of Unactivated C(sp3)–H Bonds and Their Selective Trifluoromethylthiolation. Journal of the American Chemical Society. https://doi.org/10.1021/jacs.6b09970
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