Photocatalytic C−H Functionalization of Nitrogen Heterocycles Mediated by a Redox Active Protecting Group

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Abstract

Herein, we report a photocatalytic strategy for the C−H functionalization of saturated azaheterocycles under mild conditions with only one equivalent of starting material. Our strategy is based on a redox active benzamide protecting group that is activated via a halogen-atom transfer (XAT) process to trigger the formation of an α-amino radical. This nucleophilic radical intermediate was then engaged in Giese additions and radical cross couplings to afford C−H alkylated and arylated products.

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Pizzio, M. G., Mata, E. G., Dauban, P., & Saget, T. (2023). Photocatalytic C−H Functionalization of Nitrogen Heterocycles Mediated by a Redox Active Protecting Group. European Journal of Organic Chemistry, 26(37). https://doi.org/10.1002/ejoc.202300616

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