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- W2012795024 abstract "The trifluoromethyl (CF3) group is a staple synthon that can alter the physical and chemical properties of organic molecules. Despite recent advances in trifluoromethylation methods, the development of a general synthetic methodology for efficient and selective trifluoromethylation remains an ongoing challenge motivated by a steadily increasing demand from the pharmaceutical, agrochemical and materials science industries. In this article, we describe a simple, efficient and environmentally benign strategy for the hydrotrifluoromethylation of unactivated alkenes and alkynes through a radical-mediated reaction using an inorganic electride, [Ca2N]+·e−, as the electron source. In the transformation, anionic electrons are transferred from [Ca2N]+·e− electrides to the trifluoromethylating reagent CF3I to initiate radical-mediated trifluoromethylation. The role of ethanol is pivotal in the transformation, acting as the solvent, an electron-releasing promoter and a hydrogen atom source. In addition, iodotrifluoromethylation of alkynes proceeds selectively upon the control of electride amount. Addition of trifluoromethyl groups to molecules dramatically alters the physical and chemical properties, and is important for example in pharmaceutical and agrochemical industries. Here, the authors use an inorganic electride as a radical generator to add trifluoromethyl groups across double and triple bonds." @default.
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- W2012795024 date "2014-09-12" @default.
- W2012795024 modified "2023-09-30" @default.
- W2012795024 title "Hydrotrifluoromethylation and iodotrifluoromethylation of alkenes and alkynes using an inorganic electride as a radical generator" @default.
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- W2012795024 doi "https://doi.org/10.1038/ncomms5881" @default.
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