Green ultrasound-assisted three-component click synthesis of novel 1H-1,2,3-triazole carrying benzothiazoles and fluorinated-1,2,4-triazole conjugates and their antimicrobial evaluation
The present study describes an efficient and ecofriendly, ultrasound, one-pot click cycloaddition approach for the construction of a novel series of 1,4-disubstituted-1,2,3-triazoles tethered with fluorinated 1,2,4-triazole-benzothiazole molecular conjugates. It involved three-component condensation...
| Main Authors: | , |
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| Format: | Article |
| Language: | English |
| Published: |
Sciendo
2017-09-01
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| Series: | Acta Pharmaceutica |
| Subjects: | |
| Online Access: | https://doi.org/10.1515/acph-2017-0024 |
| _version_ | 1818736705755152384 |
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| author | Rezki Nadjet Aouad Mohamed Reda |
| author_facet | Rezki Nadjet Aouad Mohamed Reda |
| author_sort | Rezki Nadjet |
| collection | DOAJ |
| description | The present study describes an efficient and ecofriendly, ultrasound, one-pot click cycloaddition approach for the construction of a novel series of 1,4-disubstituted-1,2,3-triazoles tethered with fluorinated 1,2,4-triazole-benzothiazole molecular conjugates. It involved three-component condensation of the appropriate bromoacetamide benzothiazole, sodium azide and 4-alkyl/aryl-5-(2-fluorophenyl)-3-(prop-2-ynylthio)-1,2,4-triazoles 4a-e through a Cu(I)-catalyzed 1,3-dipolar cycloaddition reaction. This approach involves in situ generation of azidoacetamide benzothiazole, followed by condensation with terminal alkynes in the presence of CuSO4/Na-ascorbate in aqueous DMSO under both conventional and ultrasound conditions. Some of the designed 1,2,3-triazole conjugates 6a-o were recognized for their antimicrobial activity against some bacterial and fungal pathogenic strains. |
| first_indexed | 2024-12-18T00:41:24Z |
| format | Article |
| id | doaj.art-c7da837a2324430e84fd334a487ef785 |
| institution | Directory Open Access Journal |
| issn | 1846-9558 |
| language | English |
| last_indexed | 2024-12-18T00:41:24Z |
| publishDate | 2017-09-01 |
| publisher | Sciendo |
| record_format | Article |
| series | Acta Pharmaceutica |
| spelling | doaj.art-c7da837a2324430e84fd334a487ef7852022-12-21T21:26:52ZengSciendoActa Pharmaceutica1846-95582017-09-0167330932410.1515/acph-2017-0024acph-2017-0024Green ultrasound-assisted three-component click synthesis of novel 1H-1,2,3-triazole carrying benzothiazoles and fluorinated-1,2,4-triazole conjugates and their antimicrobial evaluationRezki Nadjet0Aouad Mohamed Reda1Department of Chemistry, Faculty of Sciences, Taibah University, PO Box 344, Al-Madinah, Al-Munawarah, Saudi ArabiaDepartment of Chemistry, Faculty of Sciences, Taibah University, PO Box 344, Al-Madinah, Al-Munawarah, Saudi ArabiaThe present study describes an efficient and ecofriendly, ultrasound, one-pot click cycloaddition approach for the construction of a novel series of 1,4-disubstituted-1,2,3-triazoles tethered with fluorinated 1,2,4-triazole-benzothiazole molecular conjugates. It involved three-component condensation of the appropriate bromoacetamide benzothiazole, sodium azide and 4-alkyl/aryl-5-(2-fluorophenyl)-3-(prop-2-ynylthio)-1,2,4-triazoles 4a-e through a Cu(I)-catalyzed 1,3-dipolar cycloaddition reaction. This approach involves in situ generation of azidoacetamide benzothiazole, followed by condensation with terminal alkynes in the presence of CuSO4/Na-ascorbate in aqueous DMSO under both conventional and ultrasound conditions. Some of the designed 1,2,3-triazole conjugates 6a-o were recognized for their antimicrobial activity against some bacterial and fungal pathogenic strains.https://doi.org/10.1515/acph-2017-0024benzothiazoles1,2,3-triazoles1,2,4-triazolesclick synthesisantimicrobial |
| spellingShingle | Rezki Nadjet Aouad Mohamed Reda Green ultrasound-assisted three-component click synthesis of novel 1H-1,2,3-triazole carrying benzothiazoles and fluorinated-1,2,4-triazole conjugates and their antimicrobial evaluation Acta Pharmaceutica benzothiazoles 1,2,3-triazoles 1,2,4-triazoles click synthesis antimicrobial |
| title | Green ultrasound-assisted three-component click synthesis of novel 1H-1,2,3-triazole carrying benzothiazoles and fluorinated-1,2,4-triazole conjugates and their antimicrobial evaluation |
| title_full | Green ultrasound-assisted three-component click synthesis of novel 1H-1,2,3-triazole carrying benzothiazoles and fluorinated-1,2,4-triazole conjugates and their antimicrobial evaluation |
| title_fullStr | Green ultrasound-assisted three-component click synthesis of novel 1H-1,2,3-triazole carrying benzothiazoles and fluorinated-1,2,4-triazole conjugates and their antimicrobial evaluation |
| title_full_unstemmed | Green ultrasound-assisted three-component click synthesis of novel 1H-1,2,3-triazole carrying benzothiazoles and fluorinated-1,2,4-triazole conjugates and their antimicrobial evaluation |
| title_short | Green ultrasound-assisted three-component click synthesis of novel 1H-1,2,3-triazole carrying benzothiazoles and fluorinated-1,2,4-triazole conjugates and their antimicrobial evaluation |
| title_sort | green ultrasound assisted three component click synthesis of novel 1h 1 2 3 triazole carrying benzothiazoles and fluorinated 1 2 4 triazole conjugates and their antimicrobial evaluation |
| topic | benzothiazoles 1,2,3-triazoles 1,2,4-triazoles click synthesis antimicrobial |
| url | https://doi.org/10.1515/acph-2017-0024 |
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