Issue 7, 2022

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

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

Supplementary files

Article information

Article type
Paper
Submitted
02 Dec 2021
Accepted
28 Jan 2022
First published
29 Jan 2022

Org. Biomol. Chem., 2022,20, 1532-1537

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

Y. Liu, X. Mo, I. Majeed, M. Zhang, H. Wang and Z. Zeng, Org. Biomol. Chem., 2022, 20, 1532 DOI: 10.1039/D1OB02349G

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