Organic chemistry
Hamid Saeidian; Masomeh Faghfori; Morteza Abdoli
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 ...
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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

Organic chemistry
Hamid Saeidian; Farzaneh Moradnia
Volume 5, Issue 3, pp. 237-363, Serial No. 16 , July 2017, , Pages 252-261
Abstract
An efficient construction of 2-(N-arylamino)benzaldehydes and N-aryl-3,10-dihydroacridin-1(2H)-one derivatives starting from 2- hydroxybenzaldehydes has been developed. The synthesis of N-aryl-3,10-dihydroacridin-1(2H)-ones is based on the Knoevenagel condensation of dimedone to various 2-(N-arylamino)benzaldehydes, ...
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An efficient construction of 2-(N-arylamino)benzaldehydes and N-aryl-3,10-dihydroacridin-1(2H)-one derivatives starting from 2- hydroxybenzaldehydes has been developed. The synthesis of N-aryl-3,10-dihydroacridin-1(2H)-ones is based on the Knoevenagel condensation of dimedone to various 2-(N-arylamino)benzaldehydes, followed by an intramolecular enamination in the presence of 20 mol% of nanocrystalline ZnO. Moderate to high yields, operation simplicity, and cheap starting materials are the key features of the present method. The structures of the products were confirmed by 1H and 13C NMR spectroscopy and mass spectrometry (EI). Probable mechanisms for the present reactions to account for the formation of 2-(N-arylamino)benzaldehydes 3a-h and N-aryl-3,10-dihydroacridin-1(2H)-one derivatives 4a-h are also reported.
