C–N Cross-Couplings for Site-Selective Late-Stage Diversification via Aryl 
Sulfonium Salts

Engl, Pascal S.; Häring, Andreas P.; Berger, Florian; Berger, Georg; Pérez-Bitrián, Alberto; Ritter, Tobias

doi:10.1021/jacs.9b07323

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C–N Cross-Couplings for Site-Selective Late-Stage Diversification via Aryl Sulfonium Salts

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Engl, Pascal S.
Research Department Ritter, Max-Planck-Institut für Kohlenforschung, Max Planck Society;

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Häring, Andreas P.
Research Department Ritter, Max-Planck-Institut für Kohlenforschung, Max Planck Society;

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Berger, Florian
Research Department Ritter, Max-Planck-Institut für Kohlenforschung, Max Planck Society;

Berger, Georg
Research Department Ritter, Max-Planck-Institut für Kohlenforschung, Max Planck Society;

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Pérez-Bitrián, Alberto
Research Department Ritter, Max-Planck-Institut für Kohlenforschung, Max Planck Society;

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Ritter, Tobias
Research Department Ritter, Max-Planck-Institut für Kohlenforschung, Max Planck Society;

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Citation

Engl, P. S., Häring, A. P., Berger, F., Berger, G., Pérez-Bitrián, A., & Ritter, T. (2019). C–N Cross-Couplings for Site-Selective Late-Stage Diversification via Aryl Sulfonium Salts. Journal of the American Chemical Society, 141(34), 13346-13351. doi:10.1021/jacs.9b07323.

Cite as: https://hdl.handle.net/21.11116/0000-0004-96E5-0

Abstract

We report diverse C–N cross-coupling reactions of aryl thianthrenium salts that are formed site-selectively by direct C–H functionalization. The scope of N-nucleophiles ranges from primary and secondary alkyl and aryl amines to various N-containing heterocycles, and the overall transformation is applicable to late-stage functionalization of complex, drug-like small molecules.