Issue 25, 2016

Facile one-pot three-component synthesis of diverse 2,3-disubstituted isoindolin-1-ones using ZrO2 nanoparticles as a reusable dual acid–base solid support under solvent-free conditions

Abstract

A facile one-pot three-component protocol for the synthesis of a series of multi-functionalized 2,3-disubstituted isoindolin-1-ones has been developed using ZrO2 nanoparticles as a dual acid–base solid support under solvent-free conditions. The surface of the ZrO2 nanoparticles, which is embedded with active hydroxyl groups, oxyanions and Zr4+ ions, efficiently catalyses the condensation of 2-carboxybenzaldehyde, aliphatic amines and a nucleophile (enamines/6-amino 1,3-dimethyluracil/1,3-cyclohexadiones/indole) to produce 2,3-disubstituted isoindolin-1-ones. Operational simplicity, reduced reaction time and temperature, elimination of solvent, high yields of products, wider substrate scope, utilization of ZrO2 nanoparticles as a solid support, and its nearly undiminished catalytic activity after repeated applications, are the key features of the present methodology.

Graphical abstract: Facile one-pot three-component synthesis of diverse 2,3-disubstituted isoindolin-1-ones using ZrO2 nanoparticles as a reusable dual acid–base solid support under solvent-free conditions

Supplementary files

Article information

Article type
Paper
Submitted
11 Jan 2016
Accepted
15 Feb 2016
First published
16 Feb 2016

RSC Adv., 2016,6, 21127-21138

Facile one-pot three-component synthesis of diverse 2,3-disubstituted isoindolin-1-ones using ZrO2 nanoparticles as a reusable dual acid–base solid support under solvent-free conditions

K. Debnath, S. Mukherjee, C. Bodhak and A. Pramanik, RSC Adv., 2016, 6, 21127 DOI: 10.1039/C6RA00870D

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