Issue 16, 2019

Zirconium-MOF-catalysed selective synthesis of α-hydroxyamide via the transfer hydrogenation of α-ketoamide

Abstract

This work reports the synthesis of α-hydroxy amide and its derivatives using zirconium-based metal–organic frameworks (Zr-MOFs). The Zr-MOF was prepared using a ligand containing different functionalities as a linker with different porosities. The catalyst efficiently facilitated the transfer hydrogenation of α-ketoamide to α-hydroxyamide. The reaction involved a green hydrogen source, namely isopropyl alcohol, which also acted as a solvent. The role of the ligand in the catalyst was optimized for the selective conversion of α-ketoamide to α-hydroxyamide. UiO-66 (Zr) crystal was efficiently used for the first time for the hydrogenation of α-ketoamide to α-hydroxyamide. The catalyst was recovered and recycled five times without any loss in activity and selectivity performance. The morphology, activity and stability of the UiO-66 (Zr) catalyst were analyzed using field emission gun scanning electron microscopy (FEG-SEM), X-ray diffraction (XRD), infra-red (IR) spectroscopy and thermogravimetric analysis (TGA). The existence of α-hydroxyamide and its derivatives was confirmed from 1H and 13C-NMR.

Graphical abstract: Zirconium-MOF-catalysed selective synthesis of α-hydroxyamide via the transfer hydrogenation of α-ketoamide

Supplementary files

Article information

Article type
Paper
Submitted
20 Feb 2019
Accepted
10 Mar 2019
First published
11 Mar 2019

New J. Chem., 2019,43, 6160-6167

Zirconium-MOF-catalysed selective synthesis of α-hydroxyamide via the transfer hydrogenation of α-ketoamide

A. A. Mishra and B. M. Bhanage, New J. Chem., 2019, 43, 6160 DOI: 10.1039/C9NJ00900K

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