Issue 23, 2021

Metal-free electrochemical synthesis of α-ketoamides via decarboxylative coupling of α-keto acids with isocyanides and water

Abstract

A mild and environmentally benign electrochemical strategy has been developed for the synthesis of α-ketoamides via a decarboxylative coupling reaction of α-keto acids with isocyanides and water. The present reaction was efficiently conducted under constant current electrolysis using n-Bu4NI as the electrolyte in an undivided cell. A series of α-ketoamides could be conveniently and rapidly constructed at room temperature in the absence of transition metal catalysts and external oxidants. Mechanistic studies suggested that water not only served as a starting material to construct α-ketoamides, but also played an important role in promoting the electrochemical redox of α-keto acids.

Graphical abstract: Metal-free electrochemical synthesis of α-ketoamides via decarboxylative coupling of α-keto acids with isocyanides and water

Supplementary files

Article information

Article type
Research Article
Submitted
10 Sep 2021
Accepted
22 Oct 2021
First published
26 Oct 2021

Org. Chem. Front., 2021,8, 6508-6514

Metal-free electrochemical synthesis of α-ketoamides via decarboxylative coupling of α-keto acids with isocyanides and water

F. Zhao, N. Meng, T. Sun, J. Wen, X. Zhao and W. Wei, Org. Chem. Front., 2021, 8, 6508 DOI: 10.1039/D1QO01351C

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