Green and efficient synthesis of propargylamines via A3 coupling reaction using a copper (II)–thioamide combination

Authors

  • Hamid Saeidian Department of Science, Payame Noor University (PNU), PO Box: 19395-4697, Tehran, Iran
  • Masomeh Faghfori Department of Science, Payame Noor University (PNU), PO Box: 19395-4697, Tehran, Iran
  • Morteza Abdoli Department of Science, Payame Noor University (PNU), PO Box: 19395-4697, Tehran, Iran
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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Journal title

volume 6  issue Issue 4, pp. 325-460

pages  408- 415

publication date 2018-10-01

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