Electrochemical Umpolung C-H Functionalization of Oxindoles

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Abstract

Herein, we present a general electrochemical method to access unsymmetrical 3,3-disubstituted oxindoles by direct C-H functionalization where the oxindole fragment behaves as an electrophile. This Umpolung approach does not rely on stoichiometric oxidants and proceeds under mild, environmentally benign conditions. Importantly, it enables the functionalization of these scaffolds through C-O, and by extension to C-C or even C-N bond formation.

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Pastor, M., Vayer, M., Weinstabl, H., & Maulide, N. (2022). Electrochemical Umpolung C-H Functionalization of Oxindoles. Journal of Organic Chemistry, 87(1), 606–612. https://doi.org/10.1021/acs.joc.1c02616

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