Copper oxide nanoparticle catalysed synthesis of imidazo[1,2-a]pyrimidine derivatives, their optical properties and selective fluorescent sensor towards zinc ion
[Display omitted] •Solvent free synthesis of fused imidazo[1,2-a]pyrimidines via A3 coupling.•Use of copper oxide nanoparticles as a recyclable catalyst.•Short reaction time and good yield.•Imidazo[1,2-a]pyrimidines act as a sensor for zinc ion. Synthesis of biologically active fused imidazo[1,2-a]p...
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| Published in | Tetrahedron letters Vol. 59; no. 24; pp. 2341 - 2346 |
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| Main Authors | , |
| Format | Journal Article |
| Language | English |
| Published |
Elsevier Ltd
13.06.2018
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| Subjects | |
| Online Access | Get full text |
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| Abstract | [Display omitted]
•Solvent free synthesis of fused imidazo[1,2-a]pyrimidines via A3 coupling.•Use of copper oxide nanoparticles as a recyclable catalyst.•Short reaction time and good yield.•Imidazo[1,2-a]pyrimidines act as a sensor for zinc ion.
Synthesis of biologically active fused imidazo[1,2-a]pyrimidines were achieved via A3 coupling involving 2-aminobenzimidazole, aldehyde and terminal alkyne, followed by 6-endo-dig cyclization using copper oxide nanoparticles under solvent free condition. Further optical properties of imidazo[1,2-a]pyrimidines were studied which showed the effect of electron-donating and electron-withdrawing substitution on the fluorescence intensities of these compounds. Out of 20 compounds, 2,4-bis(4-methoxyphenyl)benzo[4,5]imidazo[1,2-a]pyrimidine can act as a fluorescent sensor for zinc ion with detection limit 4.74 μM, which is much lower than the maximum allowable zinc concentration in drinking water by WHO. |
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| AbstractList | [Display omitted]
•Solvent free synthesis of fused imidazo[1,2-a]pyrimidines via A3 coupling.•Use of copper oxide nanoparticles as a recyclable catalyst.•Short reaction time and good yield.•Imidazo[1,2-a]pyrimidines act as a sensor for zinc ion.
Synthesis of biologically active fused imidazo[1,2-a]pyrimidines were achieved via A3 coupling involving 2-aminobenzimidazole, aldehyde and terminal alkyne, followed by 6-endo-dig cyclization using copper oxide nanoparticles under solvent free condition. Further optical properties of imidazo[1,2-a]pyrimidines were studied which showed the effect of electron-donating and electron-withdrawing substitution on the fluorescence intensities of these compounds. Out of 20 compounds, 2,4-bis(4-methoxyphenyl)benzo[4,5]imidazo[1,2-a]pyrimidine can act as a fluorescent sensor for zinc ion with detection limit 4.74 μM, which is much lower than the maximum allowable zinc concentration in drinking water by WHO. |
| Author | Rawat, Manish Rawat, Diwan S. |
| Author_xml | – sequence: 1 givenname: Manish surname: Rawat fullname: Rawat, Manish – sequence: 2 givenname: Diwan S. surname: Rawat fullname: Rawat, Diwan S. email: dsrawat@chemistry.du.ac.in |
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•Solvent free synthesis of fused imidazo[1,2-a]pyrimidines via A3 coupling.•Use of copper oxide nanoparticles as a recyclable catalyst.•Short... |
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| SubjectTerms | A3 & KA2 coupling reactions Decarboxylative strategies Green & sustainable chemistry Magnetically recoverable Propargyl amines |
| Title | Copper oxide nanoparticle catalysed synthesis of imidazo[1,2-a]pyrimidine derivatives, their optical properties and selective fluorescent sensor towards zinc ion |
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