Site-Selective Late-Stage C–H Functionalization via Thianthrenium Salts

Berger, Florian; Ritter, Tobias

doi:10.1055/s-0040-1706034

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Site-Selective Late-Stage C–H Functionalization via Thianthrenium Salts

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Berger, Florian
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

Berger, F., & Ritter, T. (2022). Site-Selective Late-Stage C–H Functionalization via Thianthrenium Salts. Synlett, 33(4), 339-345. doi:10.1055/s-0040-1706034.

Cite as: https://hdl.handle.net/21.11116/0000-0009-FCE6-8

Abstract

The high abundance of C–H bonds in organic molecules makes C–H functionalization a powerful approach to quickly increase the complexity of an organic molecule. However, the high abundance of C–H bonds also provides a challenge to C–H functionalization reactions: selectivity. While most C–H functionalization reactions produce mixtures of different products for most substrates, we have developed a highly selective method for aromatic C–H functionalization via sulfonium salts. The reaction does not require a certain directing group to be selective. The introduced functional group is a sulfonium group, which participates in various follow-up reactions such as palladium-catalyzed cross-coupling reactions and photoredox catalysis. Here we discuss our pathway to develop the reaction as well as its scope and utility.