Issue 5, 2022

Electroreductive synthesis of polyfunctionalized pyridin-2-ones from acetoacetanilides and carbon disulfide with oxygen evolution

Abstract

A chemical reductant or a sacrificial electron donor is required in any reduction reactions, generally resulting in undesired chemical waste. Herein, we report a reductant-free reductive [3 + 2 + 1] annulation of β-keto amides with CS2 enabled by the synergy of electro/copper/base using water as an innocuous anodic sacrifice with O2 as a sustainable by-product. This electrochemical protocol is mild and provides access to polyfunctionalized pyridin-2-ones from simple starting materials in a single step.

Graphical abstract: Electroreductive synthesis of polyfunctionalized pyridin-2-ones from acetoacetanilides and carbon disulfide with oxygen evolution

Supplementary files

Article information

Article type
Communication
Submitted
06 Dec 2021
Accepted
07 Jan 2022
First published
07 Jan 2022

Org. Biomol. Chem., 2022,20, 1013-1018

Electroreductive synthesis of polyfunctionalized pyridin-2-ones from acetoacetanilides and carbon disulfide with oxygen evolution

L. Xu, Z. Ma, X. Hu, X. Zhang, S. Gao, D. Liang, B. Wang, W. Li and Y. Li, Org. Biomol. Chem., 2022, 20, 1013 DOI: 10.1039/D1OB02379A

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