ChemInform Abstract: Reactions of Cyclic β-Keto Esters and Other Enol Derivatives with 3-Acetoxyamino-2-isopropylquinazolin-4(3H)-one: Further Oxidation of the Cyclic α-(3,4-Dihydro-2-isopropyl-4-oxoquinazolin-3-yl)amino Ketones with Lead Tetraacetate Lea
| العنوان: | ChemInform Abstract: Reactions of Cyclic β-Keto Esters and Other Enol Derivatives with 3-Acetoxyamino-2-isopropylquinazolin-4(3H)-one: Further Oxidation of the Cyclic α-(3,4-Dihydro-2-isopropyl-4-oxoquinazolin-3-yl)amino Ketones with Lead Tetraacetate Lea |
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| المؤلفون: | Paul J. Edwards, Emma Barker, Gordon A. Thomson, Robert S. Atkinson |
| المصدر: | ChemInform. 26 |
| بيانات النشر: | Wiley, 2010. |
| سنة النشر: | 2010 |
| مصطلحات موضوعية: | Solvent, chemistry.chemical_compound, Silylation, Chemistry, Organic chemistry, General Medicine, Methanol, Cleavage (embryo), Ring (chemistry), Enol, Medicinal chemistry, Isopropyl, Dichloromethane |
| الوصف: | The cyclic β-keto esters 12, 20, 22, 26, the β-diketone 28 and the enol silyl ethers 24 and 30 have been converted in 60–77% yields into the corresponding α-(oxoquinazolinyl)amino cyclic ketone derivatives 16, 21, 23, 29, 27, 25 and 31, respectively, by reaction with 3-acetoxyamino-2-isopropylquinazolin-4(3H)-one 11. Further oxidation of some of these products with lead tetraacetate gives products whose nature depends on the solvent used; in dichloromethane, 16, 21 and 25, which contain 5-membered ring ketones, give ring-expanded products 32, 38 and 39, respectively whereas, in methanol, ring-cleavage of 16, 25 and 27 occurs to give imino-esters 41, 44 and 42/43, respectively. Ring-expansion of 23, 27 and 31, which contain 6-membered ring ketones, does not occur and the only isolated product in each case is the benzoxazinone 40. A mechanism which accounts for this dependence on the solvent is presented: radical intermediates do not appear to be implicated. |
| تدمد: | 0931-7597 |
| URL الوصول: | https://explore.openaire.eu/search/publication?articleId=doi_________::bbe1dcd0131b4acfd4c7e5296c7909b8 https://doi.org/10.1002/chin.199541078 |
| حقوق: | CLOSED |
| رقم الأكسشن: | edsair.doi...........bbe1dcd0131b4acfd4c7e5296c7909b8 |
| قاعدة البيانات: | OpenAIRE |
| تدمد: | 09317597 |
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