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1. Synthesis of pyrazolo-enaminones, bipyrazoles and pyrazolopyrimidines and evaluation of antioxidant and antimicrobial properties

Author

Soufiane Akhramez, Asmaa Oumessaoud, Achraf Hibot, Soumaya Talbi, Salha Hamri, El Mostafa Ketatni, Hajiba Ouchetto, Abderrafia Hafid, Houda Ayad, Noureddine El Abbadi, Chorouk Zanane, Hassan Latrache, Mostafa Khouili, and Maria Dolors Pujol

Subjects
Intramolecular cyclization, Pyrazolo-enaminones, Bipyrazolopyridines, Antioxidant activity, Antibacterial activity, Chemistry, QD1-999
Abstract

A novel pyrazolo-enaminones, bipyrazoles and bipyrazolopyridines from 1-(5-hydroxy-3-methyl-1-phenyl-1H-pyrazol-4-yl)butane-1,3-dione and 4-methyl-2-phenyl-2H-pyrazolo[3,4-b]pyridine-3,6(3aH,7H)-dione have been synthesized by assisted heating with microwave radiation without any catalyst. The pyridine and pyrazole ring formation has been developed from easily accessible enamino keto esters by formylation followed by intramolecular cyclization. The general applicability for the synthesis of the important pyrazolo-enaminones, bipyrazoles and pyrazolo-pyridines heterocycles was attributed to simplicity of operation, synthesis without catalyst, energy efficiency (shorter reaction time under microwave irradiation), good yields, more environmentally friendly and more cost-effective procedure. The antioxidant activity of new heterocyclic compounds was evaluated by free radical scavenging by DPPH assay. Several of these compounds showed good activity against both Gram-positive (S. aureus) and Gram-negative (E. coli) bacteria.

Published
2022
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2. Synthesis of pyrazolo-enaminones, bipyrazoles and pyrazolopyrimidines and evaluation of antioxidant and antimicrobial properties

Author

Salha Hamri, Chorouk Zanane, Noureddine El Abbadi, Asmaa Oumessaoud, Abderrafia Hafid, Hassan Latrache, El Mostafa Ketatni, Maria Dolors Pujol, Houda Ayad, Achraf Hibot, Hajiba Ouchetto, Soufiane Akhramez, Mostafa Khouili, and Soumaya Talbi

Subjects
Síntesi orgànica, Antioxidant, Agents antiinfecciosos, DPPH, General Chemical Engineering, medicine.medical_treatment, Organic synthesis, Pyrazole, Ring (chemistry), Antioxidants, Catalysis, chemistry.chemical_compound, Antioxidant activity, Pyridine, medicine, Pyrazolo-enaminones, QD1-999, Bipyrazolopyridines, General Chemistry, Antimicrobial, Combinatorial chemistry, Formylation, Chemistry, chemistry, Anti-infective agents, Intramolecular cyclization, Antibacterial activity
Abstract

A novel pyrazolo-enaminones, bipyrazoles and bipyrazolopyridines from 1-(5-hydroxy-3-methyl-1-phenyl-1H-pyrazol-4-yl)butane-1,3-dione and 4-methyl-2-phenyl-2H-pyrazolo[3,4-b]pyridine-3,6(3aH,7H)-dione have been synthesized by assisted heating with microwave radiation without any catalyst. The pyridine and pyrazole ring formation has been developed from easily accessible enamino keto esters by formylation followed by intramolecular cyclization. The general applicability for the synthesis of the important pyrazolo-enaminones, bipyrazoles and pyrazolo-pyridines heterocycles was attributed to simplicity of operation, synthesis without catalyst, energy efficiency (shorter reaction time under microwave irradiation), good yields, more environmentally friendly and more cost-effective procedure. The antioxidant activity of new heterocyclic compounds was evaluated by free radical scavenging by DPPH assay. Several of these compounds showed good activity against both Gram-positive (S. aureus) and Gram-negative (E. coli) bacteria.

Published
2022

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