Abstract

A halogen-bond-promoted atom transfer radical addition of alkynes with perfluoroalkyl iodides under visible light irradiation has been reported. Fluoroalkyl radicals can be generated by a visible-light-induced single electron transfer (SET) process with fluorinated iodides as halogen bond donors and organic bases as halogen bond acceptors. Subsequently fluoroalkyl radicals add to terminal alkynes to afford the corresponding iodoperfluoroalkylated products with high yields and broad substrate scope at room temperature. The resulting perfluoroalkylated alkenyl iodides can be further functionalized by cross-coupling reactions.

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