Journal
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
Volume 138, Issue 50, Pages 16200-16203Publisher
AMER CHEMICAL SOC
DOI: 10.1021/jacs.6b09970
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Funding
- Deutsche Forschungsgemeinschaft [SFB 858]
- Humboldt Foundation
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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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