HIGHLY FUNCTIONALIZED PYRAZOLINES FROM SYMMETRIC AND ASYMMETRIC 1,2-DISULFONYLHYDRAZINES: A COMBINATION OF EXPERIMENTAL AND DFT PERSPECTIVES

Authors

  • Nasimeh Safari Department of Chemistry, Faculty of Sciences, University of Mohaghegh Ardabili, Ardabil 56199-11367, Iran
  • Gholamhassan Imanzadeh Department of Chemistry, Faculty of Sciences, University of Mohaghegh Ardabili, Ardabil 56199-11367, Iran
  • Roghayyeh Asgharzadeh Department of Chemistry, Faculty of Sciences, University of Mohaghegh Ardabili, Ardabil 56199-11367, Iran
  • Seyyedeh Tahereh Hosseyni Department of Chemistry, Faculty of Sciences, University of Mohaghegh Ardabili, Ardabil 56199-11367, Iran
  • Amir Nasser Shamkhali Department of Chemistry, Faculty of Sciences, University of Mohaghegh Ardabili, Ardabil 56199-11367, Iran
  • Zahra Soltanzadeh Department of Chemistry, Faculty of Sciences, University of Mohaghegh Ardabili, Ardabil 56199-11367, Iran

DOI:

https://doi.org/10.1007/5825

Keywords:

1, 2-disulfonylhydrazines, heterocyclic compounds, pyrazolines, density functional theory, one-pot reaction, threecomponent reaction.

Abstract

In this work, new pyrazole derivatives were prepared by one-pot three-component reaction emloying symmetric and asymmetric 1,2-disulfonylhydrazines, cyclohexyl isocyanide, and dialkyl acetylenedicarboxylates. Reactions with asymmetric 1,2-disulfonylhydrazines led to two regioisomers, which were distinguished by density functional theory calculations and the major isomer attributed to the energically more stable one.

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Published

2021-06-19

Issue

Vol. 57 No. 6 (2021)

Section

Original Papers