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. 2020 Jan 17;22(2):443-447.
doi: 10.1021/acs.orglett.9b04203. Epub 2020 Jan 6.

NHC-Catalyzed Radical Trifluoromethylation Enabled by Togni Reagent

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NHC-Catalyzed Radical Trifluoromethylation Enabled by Togni Reagent

Bei Zhang et al. Org Lett. .

Abstract

An unprecedented carbene-catalyzed radical trifluoromethylation of olefins with aldehydes in the presence of Togni reagent was developed, thus providing the β-trifluoromethyl-α-substituted ketones with a broad scope and moderate to high chemical yields. Notably, this process includes a single-electron-transfer process and utilizes the persistent N-heterocyclic-carbene-bound radical as a key intermediate to trigger the cascade radical cross-coupling.

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