Issue 3, 2016

Electrode instead of catalyst and enzyme. A greener protocol for the synthesis of new 2-hydroxyacetamide derivatives containing a γ-lactone ring

Abstract

Electrochemical synthesis of some 2-hydroxyacetamides containing a γ-lactone ring was carried out by anodic oxidation of 3,5-di-tert-butylcatechol in the presence of primary aliphatic amines at the surface of the carbon electrode. This transformation was triggered by extradiol ring cleavage of electrogenerated o-benzoquinone followed by lactonization and amide bond formation leading to 2-hydroxyacetamide derivatives. In this work, some new 2-hydroxyacetamides in a single step without any enzyme, catalyst and activator in good to high yields, without toxic reagents at a carbon electrode using a sustainable method, are synthesized.

Graphical abstract: Electrode instead of catalyst and enzyme. A greener protocol for the synthesis of new 2-hydroxyacetamide derivatives containing a γ-lactone ring

Supplementary files

Article information

Article type
Communication
Submitted
10 Aug 2015
Accepted
11 Sep 2015
First published
11 Sep 2015

Green Chem., 2016,18, 672-675

Author version available

Electrode instead of catalyst and enzyme. A greener protocol for the synthesis of new 2-hydroxyacetamide derivatives containing a γ-lactone ring

A. Maleki, D. Nematollahi, F. Rasouli and A. Zeinodini-Meimand, Green Chem., 2016, 18, 672 DOI: 10.1039/C5GC01863C

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