Synlett 2016; 27(08): 1193-1201
DOI: 10.1055/s-0035-1561286
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© Georg Thieme Verlag Stuttgart · New York

Gold Nanoparticles Supported on Polyacrylamide Containing a Phosphorus Ligand as an Efficient Heterogeneous Catalyst for Three-Component Synthesis of Propargylamines in Water

Mohammad Gholinejad*
a   Department of Chemistry, Institute for Advanced Studies in Basic Sciences (IASBS), P. O. Box 45195-1159, Gavazang, Zanjan 45137-6731, Iran   Email: gholinejad@iasbs.ac.ir
,
Fatemeh Hamed
a   Department of Chemistry, Institute for Advanced Studies in Basic Sciences (IASBS), P. O. Box 45195-1159, Gavazang, Zanjan 45137-6731, Iran   Email: gholinejad@iasbs.ac.ir
,
Carmen Nájera*
b   Departamento de Química Orgánica and Centro de Innovación en Química Avanzada (ORFEO-CINQA), Universidad de Alicante, Apdo. 99, 03080 Alicante, Spain   Email: cnajera@ua.es
› Author Affiliations
Further Information

Publication History

Received: 23 September 2015

Accepted after revision: 18 November 2015

Publication Date:
28 December 2015 (online)


Abstract

Gold nanoparticles supported on a polyacrylamide containing a phosphinite ligand have been synthesized and characterized using different techniques such as TEM, SEM, EDX, XPS, and solid UV analyses. The new material was successfully applied as a heterogeneous catalyst for the three-component A3 coupling of amines, aldehydes, and alkynes to give propargylamines. Reactions are performed in neat water at 80 °C with only 0.05 mol% catalyst loading. The heterogeneous catalyst is recyclable during seven consecutive runs with small decrease in activity.

Supporting Information