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| Titel: |
MAOS of Sugar Phenylosazones and their Derived Pyrazoles and Triazoles |
| Auteur: |
El Ashry, E.S. H. Atta, K. F. Aboul-Ela, S. Beldi, R. |
| Verschenen in: |
Journal of carbohydrate chemistry |
| Paginering: | Jaargang 26 (2007) nr. 8-9 pagina's 429-437 |
| Jaar: |
2007-11 |
| Inhoud: |
Microwave-assisted organic synthesis (MAOS) has proven to be practical to provide heterocycles from sugar osazones; an efficient method was developed for the characterization of sugars via their osazones 1-4 using microwave irradiation. The microwave-assisted organic synthesis irradiation technique has been applied to convert d-arabino-hexose phenylosazone to 2-phenyl-4-(d-arabinotetrahydroxybutyl-1,2,3-triazole (5), which was then oxidized to the corresponding aldehyde whose oxime 9 was transformed to 4-cyano-2-phenyltriazole 10. The condensation of 7 with thiosemicarbozide gave 10. Degradation of 1 afforded mesoxaldehyde 1,2-bisphenylhydrazone 11, which cyclized to 1-phenyl-4-phenylazo-pyrazole (12) under acidic conditions. Irradiation of 6 in HBr/AcOH afforded 4-(d-arabino-2',3'-di-O-acetyl-1',4'-dibromobutyl)-2-phenyl-2H-1,2,3-triazole. The acetylated phenylosazone was converted to furopyridazine 14. The irradiation of phenylosazone with acetic anhydride in pyridine gave the respective O-acetyl derivative, whereas with boiling acetic anhydride gave the pyrazole 14, which afforded 15 and 16. |
| Uitgever: |
Taylor & Francis |
| Bronbestand: |
Elektronische Wetenschappelijke Tijdschriften |
Details van artikel 9 van 20 gevonden artikelen
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