Palladium-Catalyzed Late-Stage C-H Deuteration of Arenes

06 August 2021, Version 1
This content is a preprint and has not undergone peer review at the time of posting.

Abstract

We describe a palladium catalyzed non-directed late-stage deuteration of arenes. Key aspects include the use of D2O as a convenient and easily available deuterium source and the discovery of highly active N,N-bidentate ligands containing an N-acyl sulfonamide group. The reported protocol enables high degrees of deuterium incorporation via a reversible C-H activation step and features an extraordinary functional group tolerance, allowing for the deuteration of complex substrates. This is exemplified by the late-stage isotopic labelling of various pharmaceutically relevant motifs and related scaffolds. We expect that this method, amongst other applications, will prove useful as a tool in drug development processes and for mechanistic studies.

Keywords

late-stage modification
deuteration
palladium
arenes
C-H activation

Supplementary materials

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Description
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Title
Supplementary Information to Palladium-Catalyzed Late-Stage C-H Deuteration of Arenes
Description
Supplementary Information to Palladium-Catalyzed Late-Stage C-H Deuteration of Arenes
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