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

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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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Authors and Affiliations

  1. Department of Chemistry, Shiraz University, Shiraz, 71454, Iran

    H. Sharghi, R. Khalifeh, F. Moeini, M. H. Beyzavi & M. M. Doroodmand

  2. Department of Chemistry, Shiraz University of Technology, Shiraz, 75555-313, Iran

    R. Khalifeh

  3. Department of Chemistry, Yasouj University, Yasouj, 75918-74831, Iran

    A. Salimi Beni

Authors
  1. H. Sharghi
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  2. R. Khalifeh
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  3. F. Moeini
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  4. M. H. Beyzavi
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  5. A. Salimi Beni
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  6. M. M. Doroodmand
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Correspondence to H. Sharghi.

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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 (Suppl 1), S89–S103 (2011). https://doi.org/10.1007/BF03254285

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

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