Direct C-H Allylation of Unactivated Alkanes by Cooperative W/Cu Photocatalysis

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Abstract

Here we report a photocatalytic methodology that enables the direct allylation of strong aliphatic C-H bonds with simple allylic chlorides. The method relies on a cooperative interaction of two metal catalysts in which the decatungstate anion acts as a hydrogen-atom abstractor generating a nucleophilic carbon-centered radical that engages in an SH2′ reaction with an activated allylic π-olefin-copper complex. Because of this dual catalysis, the protocol allows for the functionalization of a range of chemical feedstocks and natural products under mild conditions in short reaction times.

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Martínez-Balart, P., Tóth, B. L., Velasco-Rubio, Á., & Fañanás-Mastral, M. (2022). Direct C-H Allylation of Unactivated Alkanes by Cooperative W/Cu Photocatalysis. Organic Letters, 24(37), 6874–6879. https://doi.org/10.1021/acs.orglett.2c02887

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