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Microwave Assisted Synthesis of Mono- and Bis-Phenylhydrazones of L-Threo- and D-Erythro-2,3- Hexodiulosono-1,4-Lactones for the Synthesis of an Array of Heterocyclic Compounds
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نویسنده
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El Ashry El Sayed H. ,Atta Kamal F. ,Aboul-Ela Salah ,Beldi Razika
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منبع
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jordan journal of chemistry - 2007 - دوره : 2 - شماره : 2 - صفحه:117 -124
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چکیده
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Microwave assisted organic synthesis (maos) and organic reaction enhancement (more) for the conversion l-ascorbic acid (1) and d-isoascorbic acid (2) to various heterocyclic compounds via their monophenylhydrazones 3 and 4 and bis(phenylhydrazones) 7 and 8 have been achieved. acetic anhydride converted 3 and 4 to the olefinic compound 6 and their oximes 11 and 12 to 4-(l-threo-2,3-diacetoxy-(1-hydroxypropyl-2-phenyl-1,2,3-triazole-5-carboxylic acid lactone (14). treatment of 7 and 8 with alcoholic cupric chloride gave 15 which can be acetylated to 5-o-acetyl-3,6-anhydro-3-phenylazo-l-xylo-2-hexulosono-1,4-lactone phenylhydra- zone (16) and degraded to 1-(2-phenylhydrazide)-2-(2-phenylhydrazone) mesoxalic acid (17). they were transformed to 1-phenyl-3-(l-threo or d-erythro-glycerol-1-yl)-pyrazoline-4,5-dione phenylhydrazone 18 and 19 whose degradation afforded 3-carboxaldehyde-1-phenyl pyrazoline- 4,5-dione 4-phenylhydrazone (22). all the reactions using mw gave cleaner, faster and similar or higher yields of products.
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کلیدواژه
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Microwave irradiation; Mono-phenylhydrazone; Bis-phenylhydrazone; L-ascorbic acid; D-isoascorbic acid; Pyrazole; Triazole.
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آدرس
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Alexandria University, Faculty of Science, Department of Chemistry, Egypt, Alexandria University, Faculty of Science, Department of Chemistry, Egypt, Alexandria University, Faculty of Science, Department of Chemistry, Egypt, Alexandria University, Faculty of Science, Department of Chemistry, Egypt
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پست الکترونیکی
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eelashry60@hotmail.com
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Authors
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