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Nafion–Fe: A New Efficient “Green” Lewis Acid Catalyst for the Ketonic Strecker Reaction

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Abstract

The synthesis of various α-aminonitriles, precursors of α-amino acids has been carried out in moderate to high yields and high purity by the Strecker reaction from ketones, aliphatic/aromatic amines and TMSCN using a new “green” Lewis acid catalyst, Nafion–Fe (iron Nafionate, Fe(III) salt of Nafion–H, a solid polymeric perfluoroalkanesulfonic acid) under conventional thermal as well as microwave conditions. Microwave and solvent-free conditions applied in this method shorten the reaction times, improve the yields and diminishes the formation of side products. Strecker reaction occurs smoothly with secondary aliphatic amines also under these conditions which is not common under conventional conditions.

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Acknowledgments

Financial support from the Loker Hydrocarbon Research Institute is gratefully acknowledged.

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Authors and Affiliations

  1. Department of Chemistry, Loker Hydrocarbon Research Institute, University of Southern California, Los Angeles, CA, 90089-1161, USA

    G. K. Surya Prakash, Inessa Bychinskaya, Thomas Mathew & George A. Olah

  2. Department of Chemistry and Biochemistry, California State University, Long Beach, 1250 Bellflower Boulevard, Long Beach, CA, 90840-950, USA

    Eric R. Marinez

Authors
  1. G. K. Surya Prakash
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  2. Inessa Bychinskaya
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  3. Eric R. Marinez
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  4. Thomas Mathew
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  5. George A. Olah
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Corresponding authors

Correspondence to G. K. Surya Prakash or Thomas Mathew.

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Surya Prakash, G.K., Bychinskaya, I., Marinez, E.R. et al. Nafion–Fe: A New Efficient “Green” Lewis Acid Catalyst for the Ketonic Strecker Reaction. Catal Lett 143, 303–312 (2013). https://doi.org/10.1007/s10562-012-0958-2

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  • DOI: https://doi.org/10.1007/s10562-012-0958-2

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