Regioselective gold-catalyzed oxidative C-N bond formation

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Abstract

A novel protocol for the regioselective intermolecular amination of various arenes has been developed. By using an I(III) oxidant in the presence of a Au(I) catalyst, a direct and novel route for regioselectively accessing a variety of substituted aniline moieties has been achieved with yields as high as 90%. Mechanistic insight suggests that regioselectivity can be predicted based on electrophilic aromatic metalation patterns.

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Marchetti, L., Kantak, A., Davis, R., & Deboef, B. (2015). Regioselective gold-catalyzed oxidative C-N bond formation. Organic Letters, 17(2), 358–361. https://doi.org/10.1021/ol5034805

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