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Mild and Efficient Synthesis of Polysubstituted Phthalimides and Piperidines Catalyzed by DABCO

  • Farideh Paymozd
  • Malek-Taher MaghsoodlouEmail author
  • Reza Heydari
  • Afshin Yazdani-Elah-Abadi
  • Mehrnoush Kangani
  • Claudia Graiff
Research Paper
  • 7 Downloads
Part of the following topical collections:
  1. Chemistry

Abstract

Polysubstituted phthalimide derivatives have been isolated in excellent yield from the addition reaction between acetoacetanilide and dialkyl acetylenedicarboxylates by using DABCO as an efficient basic catalyst in EtOH at room temperature. This procedure led to the formation of new phthalimide derivative in the presence of di-tert-butylacetylendicarboxylate as acetylenic ester. The methodology has also been applied successfully for the synthesis of novel piperidine substitutes via the simple reaction between acetoacetanilide and alkyl propiolates. These reactions have some advantages such as not only the process is eco-friendly but also the yields are good and the work-up is simple.

Keywords

Polysubstituted phthalimides Piperidine substitutes Acetoacetanilide Acetylenic esters DABCO 

Notes

Acknowledgements

We gratefully acknowledge financial support from the Research Council of the University of Sistan and Baluchestan

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Copyright information

© Shiraz University 2019

Authors and Affiliations

  • Farideh Paymozd
    • 1
  • Malek-Taher Maghsoodlou
    • 1
    Email author
  • Reza Heydari
    • 1
  • Afshin Yazdani-Elah-Abadi
    • 2
    • 3
    • 4
  • Mehrnoush Kangani
    • 1
  • Claudia Graiff
    • 5
  1. 1.Department of ChemistryThe University of Sistan and BaluchestanZahedanIran
  2. 2.Department of ChemistryPayame Noor UniversityTehranIran
  3. 3.Research Center of Environmental ChemistryPayame Noor UniversityArdakan, YazdIran
  4. 4.Department of BiologyScience and Arts UniversityYazdIran
  5. 5.Department of ChemistryUniversità degli Studi di ParmaParmaItaly

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