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Green synthesis and characterization of novel α-acyloxycarboxamides through three-component reaction between pyridine carbaldehydes, cyclohexyl isocyanide, and benzoic acid derivatives

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Abstract

Novel α-acyloxycarboxamides were synthesized and characterized by the Passerini three-component reaction between pyridine carbaldehydes, cyclohexyl isocyanide, and benzoic acid derivatives in water. The reactions were carried out in one pot at room temperature with a quantitative yield. The products were obtained without any need for purification.

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References

  1. Sapi J, Laronze J-Y (2004) Arkivoc 7:208

    Google Scholar 

  2. Zhu J, Bienayme H (2005) Multicomponent reactions. Wiley-VCH, Weinheim

    Book  Google Scholar 

  3. Ugi I (1962) Angew Chem Int Ed 1:8

    Article  Google Scholar 

  4. Hazeri N, Maghsoodlou MT, Habibi-Khorassani SM, Ziyaadini M, Marandi G, Khandan-Barani K, Bijanzadeh HR (2007) Arkivoc 8:34

    Google Scholar 

  5. Dömling A, Beck B, Herdtweck E, Antuch W, Oefner C, Yehia N, Gracia-Marques A (2007) Arkivoc 17:99

    Google Scholar 

  6. Dömling A, Ugi I (2000) Angew Chem Int Ed 39:3168

    Article  Google Scholar 

  7. Ugi I, Werner B, Dömling A (2003) Molecules 8:53

    Article  CAS  Google Scholar 

  8. Ugi I (2001) Pure Appl Chem 73:187

    Article  CAS  Google Scholar 

  9. Dömling A (2006) Chem Rev 106:17

    Article  Google Scholar 

  10. Passerini M, Simone L (1921) Gazz Chim Ital 51:126

    CAS  Google Scholar 

  11. Passerini M (1921) Gazz Chim Ital 51:181

    CAS  Google Scholar 

  12. Passerini M, Ragni G (1931) Gazz Chim Ital 61:964

    CAS  Google Scholar 

  13. Hulme C, Gore V (2003) Curr Med Chem 10:51

    Article  CAS  Google Scholar 

  14. Kazemizadeh AR, Ramazani A (2008) Arkivoc 15:159

    Google Scholar 

  15. Souldozi A, Ślepokura K, Lis T, Ramazani A (2007) Z Naturforsch 62b:835

    Google Scholar 

  16. Souldozi A, Ramazani A (2007) Tetrahedron Lett 48:1549

    Article  CAS  Google Scholar 

  17. Souldozi A, Ramazani A, Bouslimani N, Welter R (2007) Tetrahedron Lett 48:2617

    Article  CAS  Google Scholar 

  18. Ahmadi E, Ramazani A, Nekomanesh Haghighi M (2007) Tetrahedron Lett 48:6954

    Article  CAS  Google Scholar 

  19. Baker RH, Stanonis D (1951) J Am Chem Soc 73:699

    Article  CAS  Google Scholar 

Download references

Acknowledgments

The authors are thankful to the Payame Noor University for financial support of this research work.

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Correspondence to Esmail Vessally or Ali Ramazani.

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Vessally, E., Ramazani, A. & Yaaghubi, E. Green synthesis and characterization of novel α-acyloxycarboxamides through three-component reaction between pyridine carbaldehydes, cyclohexyl isocyanide, and benzoic acid derivatives. Monatsh Chem 142, 1143–1147 (2011). https://doi.org/10.1007/s00706-011-0536-0

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  • DOI: https://doi.org/10.1007/s00706-011-0536-0

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