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Synthesis and Antioxidant Assessment of some Derived Compounds from 2-Amino-3-Cyanothiophene

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Abstract

In the current research work, we report the synthesis of thiophenic derivatives 1–3 resulting in good yields (88–90%). This synthesis was undertaken in mild reaction conditions between readily available 2-amino-3-cyanothiophene, aldehydes and 2,5-dimethoxytetrahydrofuran. These compounds were brominated with NBS (N-bromosuccenimide) leading to new derivatives, namely 4–6 at room temperature for 24 h. In addition, we investigated the antioxidant activities using DPPH (2,2-diphenyl-1-picrylhydrazyl) and total ABTS (2,2’-azinobis-[3-ethylbenzthiazoline-6- sulfonic acid]) methods in order to evaluate the antioxidant activity of the new synthesized compounds. The results credibly indicate that compounds 1 and 3 showed the highest antioxidant activities. These new thiophenic compounds can be invested as substrates in the catalysis of C-H activation reaction.

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Abbreviations

DPPH:

2,2-diphenyl-1-picrylhydrazyl

ABTS:

2,2’-azinobis-[3-ethylbenzthiazoline-6- sulfonic acid

NBS:

N-bromosuccinimide

PBS:

Phosphate Buffer Saline

TLC:

Thin Layer Chromatography

NMR:

Nuclear Magnetic Resonance

TE:

Trolox Equivalent

IC50 :

inhibition concentration at 50%

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Acknowledgements

All Authors are extremely grateful to scientific Ministry of Higher Education Research of Tunisia for providing financial support.

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Authors and Affiliations

  1. Organic chemistry Laboratory LR17ES08, Department of Chemistry, Faculty of Sciences, University of Sfax, B.P « 1171 » 3038, Sfax, Tunisia

    Bilel Bouzayani, Manel Elakermi, Youness Moussaoui, Ghayth Rigane & Ridha Ben Salem

  2. Department of Chemistry, Faculty of Sciences, University of Gafsa, 2112, Gafsa, Tunisia

    Manel Elakermi, Monji Ben Mosbah & Youness Moussaoui

  3. Department of Physic and Chemistry, Faculty of Sciences and Technology, University of Kairouan, B.P «380» 9100, Sidi Bouzid, Tunisia

    Ghayth Rigane

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  1. Bilel Bouzayani
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Correspondence to Ghayth Rigane.

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There are no conflicts of Interest. Ridha Ben Salem and Ghayth Rigane are Associate Editors of Chemistry Africa.

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Bouzayani, B., Elakermi, M., Mosbah, M.B. et al. Synthesis and Antioxidant Assessment of some Derived Compounds from 2-Amino-3-Cyanothiophene. Chemistry Africa 6, 1201–1207 (2023). https://doi.org/10.1007/s42250-022-00559-2

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