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Journal Article

Late‐Stage Heteroarylation of Hetero(aryl)sulfonium Salts Activated by α‐Amino Alkyl Radicals

MPS-Authors
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Alvarez,  Eva Maria
Research Department Ritter, Max-Planck-Institut für Kohlenforschung, Max Planck Society;

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Karl,  Teresa
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;

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Torkowski,  Luca
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

Alvarez, E. M., Karl, T., Berger, F., Torkowski, L., & Ritter, T. (2021). Late‐Stage Heteroarylation of Hetero(aryl)sulfonium Salts Activated by α‐Amino Alkyl Radicals. Angewandte Chemie International Edition, 60(24), 13609-13613. doi:10.1002/anie.202103085.


Cite as: https://hdl.handle.net/21.11116/0000-0008-B31F-C
Abstract
We report a late‐stage heteroarylation of aryl sulfonium salts through activation with α‐amino alkyl radicals in a mechanistically distinct approach from previously reported halogen‐atom transfer (XAT). The new mode of activation of aryl sulfonium salts proceeds in the absence of light and photoredox catalysts, engaging a wide range of hetarenes. Furthermore, we demonstrate the applicability of this methodology in synthetically useful cross‐coupling transformations.