• Zuhair Muhi-eldeen Department of Medicinal Chemistry and Pharmacognosy, University of Petra, Amman, Jordan
  • Elham Al-kaissi Department of Pharmaceutics and Pharmaceutical Technology, University of Petra, Amman, Jordan
  • Najah Al-muhtaseb Department of Medicinal Chemistry and Pharmacognosy, University of Petra, Amman, Jordan


Objective: The lack of information concerning the pharmacological activity of amino acetylenic amide derivatives in which the cyclic amine is aziridine or azetidine promoted our interest to synthesize N-[4-(1-azeridinyl)-2-butynyl] pyrrolide-1,3-dione 4, N-[4-(1-azetidinyl)-2-butynyl] pyrrolidine-1,3-dione 5 and N-[4-(1-pyrrolidnyl)-2-butynyl]pyrrolide-1,3-dione 6.

Methods: Melting points, IR, 1H-NMR 13CNMRspectra were measured.

Results: Dimerization of 2-(prop-2-yn-1-yl) pyrrolidine-1,3-dione was generated rather than Mannich product, while using pyrrolidine as base in Mannich reaction generated the expected Mannich product. Rationalization for the mechanism of dimerization and Mannich adduct are discussed.

Conclusion: Mannich reaction may afford the dimerization product of the acetylenic compounds rather than Mannich adduct.


Keywords: Acetylenic dimerization, Aminoactylenic derivative, Azetidine derivative, Aziridine derivative, Mannich reaction


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Author Biography

Zuhair Muhi-eldeen, Department of Medicinal Chemistry and Pharmacognosy, University of Petra, Amman, Jordan
Dept. Medicinal Chemistry and Pharmacognocy


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How to Cite
Muhi-eldeen, Z., E. Al-kaissi, and N. Al-muhtaseb. “ACETYLENIC DIMERIZATION UNDER BASIC CONDITIONS”. International Journal of Pharmacy and Pharmaceutical Sciences, Vol. 8, no. 8, June 2015, pp. 290-3,
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