A simple and expedient protocol for the formation of furan-fused pyrimidine-containing phenol via a constructive multicomponent reaction under ambient conditions
A novel, and efficient for the synthesis of furan-fused pyrimidine-containing phenol derivatives 4a–j via a one-pot multicomponent reaction is reported. The reaction employs aryl glyoxals, 1,3-dicarbonyl compounds, and 2-tert-butyl-4-methylphenol (TBMP) under ambient conditions in acetone and in the...
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Elsevier
2025-07-01
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| Series: | Results in Chemistry |
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| Online Access: | http://www.sciencedirect.com/science/article/pii/S2211715625004539 |
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| author | Mahmoud Nassiri Jaber Salehzadeh Zahra Dehghani Parisa Babaei |
| author_facet | Mahmoud Nassiri Jaber Salehzadeh Zahra Dehghani Parisa Babaei |
| author_sort | Mahmoud Nassiri |
| collection | DOAJ |
| description | A novel, and efficient for the synthesis of furan-fused pyrimidine-containing phenol derivatives 4a–j via a one-pot multicomponent reaction is reported. The reaction employs aryl glyoxals, 1,3-dicarbonyl compounds, and 2-tert-butyl-4-methylphenol (TBMP) under ambient conditions in acetone and in the presence of triethylamine is reported. Optimization studies revealed acetone as the optimal solvent, delivering products in excellent yields (89–94 %) within 2.5 h at room temperature. Structural elucidation of the synthesized compounds was achieved through spectroscopic techniques (1H NMR, 13C NMR, and IR), mass spectrometry, and elemental analysis. This method offers significant advantages, including operational simplicity, mild reaction conditions, high atom economy, and environmental friendliness. Given the established bioactivity of such heterocyclic frameworks, the synthesized furan-fused pyrimidine derivatives hold potential for applications in pharmaceutical and agrochemical industries. This work underscores the utility of multicomponent reactions in streamlining the synthesis of complex heterocycles. |
| format | Article |
| id | doaj-art-1f4e250af6bb4c78b25b506a10ea7676 |
| institution | Matheson Library |
| issn | 2211-7156 |
| language | English |
| publishDate | 2025-07-01 |
| publisher | Elsevier |
| record_format | Article |
| series | Results in Chemistry |
| spelling | doaj-art-1f4e250af6bb4c78b25b506a10ea76762025-06-29T04:51:54ZengElsevierResults in Chemistry2211-71562025-07-0116102470A simple and expedient protocol for the formation of furan-fused pyrimidine-containing phenol via a constructive multicomponent reaction under ambient conditionsMahmoud Nassiri0Jaber Salehzadeh1Zahra Dehghani2Parisa Babaei3Department of Marine Chemistry, Faculty of Marine Science, Chabahar Maritime University, Chabahar 99717-56499, Iran; Corresponding author.Department of Applied Chemistry, University of Mohaghegh Ardabili, Ardabil 56199-11367, IranDepartment of Organic Chemistry, Faculty of Chemistry, University of Mazandaran, Babolsar, 47416-95447, IranDepartment of Chemistry, Ard. C., Islamic Azad University, Ardabil, IranA novel, and efficient for the synthesis of furan-fused pyrimidine-containing phenol derivatives 4a–j via a one-pot multicomponent reaction is reported. The reaction employs aryl glyoxals, 1,3-dicarbonyl compounds, and 2-tert-butyl-4-methylphenol (TBMP) under ambient conditions in acetone and in the presence of triethylamine is reported. Optimization studies revealed acetone as the optimal solvent, delivering products in excellent yields (89–94 %) within 2.5 h at room temperature. Structural elucidation of the synthesized compounds was achieved through spectroscopic techniques (1H NMR, 13C NMR, and IR), mass spectrometry, and elemental analysis. This method offers significant advantages, including operational simplicity, mild reaction conditions, high atom economy, and environmental friendliness. Given the established bioactivity of such heterocyclic frameworks, the synthesized furan-fused pyrimidine derivatives hold potential for applications in pharmaceutical and agrochemical industries. This work underscores the utility of multicomponent reactions in streamlining the synthesis of complex heterocycles.http://www.sciencedirect.com/science/article/pii/S2211715625004539Furan-fused pyrimidineMulti-component reactionsOne-pot synthesisHeterocyclic compoundsNMR spectroscopy |
| spellingShingle | Mahmoud Nassiri Jaber Salehzadeh Zahra Dehghani Parisa Babaei A simple and expedient protocol for the formation of furan-fused pyrimidine-containing phenol via a constructive multicomponent reaction under ambient conditions Results in Chemistry Furan-fused pyrimidine Multi-component reactions One-pot synthesis Heterocyclic compounds NMR spectroscopy |
| title | A simple and expedient protocol for the formation of furan-fused pyrimidine-containing phenol via a constructive multicomponent reaction under ambient conditions |
| title_full | A simple and expedient protocol for the formation of furan-fused pyrimidine-containing phenol via a constructive multicomponent reaction under ambient conditions |
| title_fullStr | A simple and expedient protocol for the formation of furan-fused pyrimidine-containing phenol via a constructive multicomponent reaction under ambient conditions |
| title_full_unstemmed | A simple and expedient protocol for the formation of furan-fused pyrimidine-containing phenol via a constructive multicomponent reaction under ambient conditions |
| title_short | A simple and expedient protocol for the formation of furan-fused pyrimidine-containing phenol via a constructive multicomponent reaction under ambient conditions |
| title_sort | simple and expedient protocol for the formation of furan fused pyrimidine containing phenol via a constructive multicomponent reaction under ambient conditions |
| topic | Furan-fused pyrimidine Multi-component reactions One-pot synthesis Heterocyclic compounds NMR spectroscopy |
| url | http://www.sciencedirect.com/science/article/pii/S2211715625004539 |
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