Valorization of natural clay as an ecological catalyst in the regioselective synthesis of some heterocyclic compounds based on 1,2,3-triazoles | [Pakistan Journal of Chemistry • 2021]

Author(s):

1. W. Chalouati: Laboratory of Functional Physiology and Valuation of Bio-resources (UR17ES27), Higher Institute of Biotechnology of Béja, B.P. 382-9000 Béja, University of Jendouba, Tunisia.

2. F. Ammari: Laboratory of Organic Synthesis (Unit: 05/UR/12-05), Carthage University, Faculty of Sciences of Bizerte, 7021 Jarzouna, Bizerte, Tunisia

3. R. Hayder: Group of Green and Applied Organic Chemistry, Laboratory of Composite Materials and Clay Minerals, National Center for Research in Materials Science, Technopole of Borj Cedria, 8027, Soliman, Tunisia

4. N. Besbes: Group of Green and Applied Organic Chemistry, Laboratory of Composite Materials and Clay Minerals, National Center for Research in Materials Science, Technopole of Borj Cedria, 8027, Soliman, Tunisia

5. C. Girard: Institute of Chemistry for Life and Health Sciences, SEISAD group, UMR 8060 CNRS, Chimie Paristech - PSL University, 11 rue Pierre et Marie Curie, 75005 Paris, France4

6. A. Ouerghui: Laboratory of Functional Physiology and Valuation of Bio-resources (UR17ES27), Higher Institute of Biotechnology of Béja, B.P. 382-9000 Béja, University of Jendouba, Tunisia.

Abstract:

Some ecological catalysts were prepared from Tunisian clays; they have been applied in the catalytic coupling reaction of alkynes and azides to prepare bioactive heterocyclic compounds based on 1,2,3-triazoles. Clays used in this work were taken from Jebal Shib (M'dhilla) and Jebal Es Sath (between Gafsa and Metlaoui) in Gafsa at South West of Tunisia. The reaction of terminal alkynes with azides in the presence of studied catalysts was studied for 36 hours at room temperature without solvents and excitements; two isomers (1,4) and (1,5) of 1,2,3-triazoles were obtained. Generally, the (1,4) isomer was obtained with an important proportion if Cu-Pullard clay was used as a catalyst in this synthesis reaction. The studied ecological catalysts were characterized by X-ray diffraction and IR spectroscopy. Heterocyclic triazoles were analyzed by 1HNMR, 13CNMR, Infrared (IR), and Ultraviolet spectroscopy. LC-MS analyses evaluated the molecular masses of synthesized triazoles.

Page(s): 48-55

DOI: 10.15228/2021.v11.i01-4.p08

Published: Journal: Pakistan Journal of Chemistry, Volume: 11, Issue: 1--4, Year: 2021

Keywords:

Catalysts , 3triazole 1 , 4 isomer , Regioselective Synthesis , 5 isomer , Tunisian clays

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