Electrochemical Approach to Amide Bond Formation

Author:

Strekalova Sofia1ORCID,Kononov Alexander12,Morozov Vladimir1,Babaeva Olga1,Gavrilova Elena2,Budnikova Yulia1

Affiliation:

1. Arbuzov Institute of Organic and Physical Chemistry FRC Kazan Scientific Center of RAS Kazan 420088 Russian Federation

2. Kazan National Research Technological University Kazan 420015 Russian Federation

Abstract

AbstractElectrochemical amidation of the C(sp2)−H and C(sp3)−H bonds of broad spectrum of arenes toward the direct synthesis of anilides and N‐benzylamides under mild conditions (room temperature, ambient pressure) in the absence of metal catalyst and external oxidizing agents using nitriles RCN (R=Me, Et) as amide source is described. This electrochemical approach features moderate to high yields, a broad scope of arenes with different functional groups and is amenable to gram scale synthesis. The key role of the hydroxyl radical as inductor generated during the oxidation of water and fixed by a spin trap in EPR experiment has been established.

Funder

Russian Science Foundation

Publisher

Wiley

Subject

Organic Chemistry,Catalysis

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