A Facile Synthesis of Polycyclic Pyrimidine Fluorophores via Inter- and Intramolecular Cyclization of Activated 2-Amino-3,6-disubstitued Pyrimidin-4-ones
| Autor: | W. M. Mahmoud, Hassan A. El-Sayed, H. A. Morsy, A. A. El-Sheakh, Mohamed G. Assy |
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| Rok vydání: | 2020 |
| Předmět: |
chemistry.chemical_classification
Bicyclic molecule Pyrimidine 010405 organic chemistry Carboxylic acid General Chemistry 010402 general chemistry 01 natural sciences Combinatorial chemistry Cycloaddition 0104 chemical sciences chemistry.chemical_compound Diazepine chemistry Thiourea Ninhydrin Acetophenone |
| Zdroj: | Russian Journal of General Chemistry. 90:148-153 |
| ISSN: | 1608-3350 1070-3632 |
| DOI: | 10.1134/s1070363220010235 |
| Popis: | An efficient synthesis and fluorescent properties of a new series of fused pyrimidine derivatives are described. Condensation of aminopyrimidine derivative 1 with acetophenone leads to olefinic pyrimidine 2, various addition-cyclization reactions of which give the corresponding bicyclic pyrimidines 4, 6, and 8. Cycloaddition reaction of pyrimidine 1 to benzoyl isothiocyanate gives thiourea derivative 9. Intramolecular cyclization of compound 9 with NaOH or Br2 produces pyrimidine derivatives 10 or 12, respectively. Heteroannulation of pyrimidine 1 with ninhydrin or α-carbonyl carboxylic acid 15 gives the tetracyclic pyrimidine 14 and diazepine derivative 18, respectively. Fluorescence properties of pyrimidine derivatives have been tested. |
| Databáze: | OpenAIRE |
| Externí odkaz: |
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