<abstract xmlns="http://www.w3.org/1999/xhtml"><p>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 <bold>4a</bold>-<bold>e</bold> through a Cu(I)-catalyzed 1,3-dipolar cycloaddition reaction. This approach involves <italic>in situ</italic> generation of azidoacetamide benzothiazole, followed by condensation with terminal alkynes in the presence of CuSO<sub>4</sub>/Na-ascorbate in aqueous DMSO under both conventional and ultrasound conditions. Some of the designed 1,2,3-triazole conjugates <bold>6a</bold>-<bold>o</bold> were recognized for their antimicrobial activity against some bacterial and fungal pathogenic strains.</p></abstract>

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.

Green ultrasound-assisted three-component click synthesis of novel 1<italic>H</italic>-1,2,3-triazole carrying benzothiazoles and fluorinated-1,2,4-triazole conjugates and their antimicrobial evaluation

Department of Chemistry, Faculty of Sciences

Laboratoire de Chimie et Electrochimie des Complexes Métalliques (LCECM)

University of Sciences and Technology Mohamed Boudiaf

Acta Pharmaceutica

This work is licensed under the Creative Commons Attribution-NonCommercial-NoDerivatives 3.0 License.

Green ultrasound-assisted three-component click synthesis of novel 1-1,2,3-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...

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

Pubblicato online: 30 ago 2017

Pagine: 309 - 324

Accettato: 25 apr 2017

DOI: https://doi.org/10.1515/acph-2017-0024

Parole chiave
benzothiazoles, 1,2,3-triazoles, 1,2,4-triazoles, click synthesis, antimicrobial

© 2017 Nadjet Rezki et al., published by De Gruyter Open

This work is licensed under the Creative Commons Attribution-NonCommercial-NoDerivatives 3.0 License.

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

Pubblicato online: 30 ago 2017

Pagine: 309 - 324

Accettato: 25 apr 2017

DOI: https://doi.org/10.1515/acph-2017-0024

Parole chiavebenzothiazoles, 1,2,3-triazoles, 1,2,4-triazoles, click synthesis, antimicrobial

© 2017 Nadjet Rezki et al., published by De Gruyter Open

This work is licensed under the Creative Commons Attribution-NonCommercial-NoDerivatives 3.0 License.

Parole chiave
benzothiazoles, 1,2,3-triazoles, 1,2,4-triazoles, click synthesis, antimicrobial