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Trifluoromethylation of Unactivated Alkenes with Me<sub>3</sub>SiCF<sub>3</sub> and <i>N</i>‑Iodosuccinimide

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journal contribution
posted on 2019-02-19, 14:50 authored by Xinkan Yang, Gavin Chit Tsui
A novel approach to the trifluoromethylation of unactivated alkenes is presented. This reaction is promoted by <i>N</i>-iodosuccinimide (NIS) under visible light irradiation without the need for photocatalysts. The mild conditions allow the direct synthesis of useful trifluoromethylated (<i>E</i>)-alkenes from readily available alkene feedstocks with excellent functional group tolerability. In addition, using easy-to-handle and commercial Me<sub>3</sub>SiCF<sub>3</sub> instead of gaseous CF<sub>3</sub>I as the CF<sub>3</sub> source is highly attractive for industrial-scale applications.

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