Exploiting Transient Radical Cations as Brønsted Acids for Allylic C-H Heteroarylation of Enol Silyl Ethers

Chemistry. 2021 Jun 25;27(36):9253-9256. doi: 10.1002/chem.202101352. Epub 2021 May 27.

Abstract

Intermediary radical cations, generated through single-electron oxidation of enol silyl ethers by excited Ir-based photocatalysts, can be exploited as Brønsted acids for the activation of heteroarylcyanides. This strategy enables the direct allylic C-H heteroarylation of enol silyl ethers under visible-light irradiation.

Keywords: C−H functionalization; enol silyl ethers; heteroarylation; photoredox catalysis; radical cations.

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