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Mannich reaction of secondary amines, aldehydes and alkynes in water using Cu/C nanoparticles as a heterogeneous catalyst

Abstract

The use of 2 mol% of Cu/C nanoparticles, as an easily accessible and inexpensive heterogeneous catalyst, promoted a one-pot three-component condensation of an amine, aldehyde, and an alkyne in water to produce the corresponding propargylamine in good to high yields. This method was proved to be applicable to a wide range of substrates and is especially practical for the synthesis of new azacrown ether derivatives. The catalyst was quantitatively recovered from the reaction by a simple filtration and reused for at least ten times with almost consistent activity.

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Sharghi, H., Khalifeh, R., Moeini, F. et al. Mannich reaction of secondary amines, aldehydes and alkynes in water using Cu/C nanoparticles as a heterogeneous catalyst. JICS 8, S89–S103 (2011). https://doi.org/10.1007/BF03254285

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  • DOI: https://doi.org/10.1007/BF03254285

Keywords

  • Mannich reaction
  • Cu/C nanoparticles
  • Heterogeneous catalyst
  • Water
  • Azacrown ether and anthraquinone derivatives