An efficient and straightforward approach for accessing thionoesters via palladium-catalyzed C–N cleavage of thioamides?

Organic & Biomolecular Chemistry Pub Date: 2022-01-29 DOI: 10.1039/D1OB02349G

Abstract

We report for the first time the coupling of activated thioamides with alcohols to efficiently form thionoesters via a palladium-catalyzed C–N cleavage strategy. The new approach employs thioamides as a thioacylating reagent to give thionoesters in moderate to good yields. Notably, this methodology demonstrates a broad substrate scope, as alkyl/aryl alcohols are well tolerated, and this process might facilitate the synthesis of sulfur-containing compounds under simple and mild conditions.

Graphical abstract: An efficient and straightforward approach for accessing thionoesters via palladium-catalyzed C–N cleavage of thioamides
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