Green and efficient synthesis of propargylamines via A3 coupling reaction using a copper (II)–thioamide combination
Journal: Iranian Chemical Communication (Vol.6, No. 4)Publication Date: 2018-10-01
Authors : Hamid Saeidian; Masomeh Faghfori; Morteza Abdoli;
Page : 408-415
Keywords : Propargylamine; copper (II)–thioamide combination; heterogeneous catalyst; A3 coupling reaction; green chemistry;
Abstract
A one pot green three‐component coupling reaction of aldehyde, phenylacetylene, and amine derivatives in the presence of copper (II)–thioamide combination as a novel and efficient heterogeneous catalyst under solvent–free conditions is reported. The catalyst displayed high activity and afforded the corresponding propargylamines in good to high yields. The key to this procedure was the generation of Cu (I) required for the A3 coupling reaction, which was achieved by in situ reduction of Cu (II) using thiobenzanilide as reduction agent and ligand. The structure of the products was confirmed by 1H NMR, 13C NMR and EI-MS and comparison with authentic samples prepared by reported methods
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