Catalysis

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

Authors

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.

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Supplementary material

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