Synthesis of 6H-1,3-Thiazine Derivatives from Perfluoro(3-isothiocyanato-2-methyl-2-pentene) Научная публикация
| Журнал |
Russian Journal of Organic Chemistry
ISSN: 1070-4280 , E-ISSN: 1608-3393 |
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| Вых. Данные | Год: 1997, Том: 33, Номер: 5, Страницы: 720-724 Страниц : 5 | ||
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Реферат:
Reactions of perfluoro(3-isothiocyanato-2-methyl-2-pentene) with N-nucleophiles (morpholine, dibutylamine, and piperidine) in acetonitrile yield products of addition to the carbon atom of the isothiocyanato group, 1,1-disubstituted 3-(3,3,3-trifluoro-1-pentafluoroethyl-2-trifluoromethylpropylidene)thioureas. The reaction with diethylamine yields 2-diethylamino-4-pentafluoroethyl-5-trifluorornethyl-6H-1,3-thiazin-6-one. The thiourea derivatives undergo intramolecular cyclization into 2-dialkylamino-6H-1,3-thiazines when treated with a base (potassium carbonate or triethylamine) in DMF. 6,6-Difluoro-4-pentafluoroethyl-2-piperidino-5-trifluoromethyl-6H-1,3-thiazine is hydrolyzed with atmospheric moisture to afford 4-pentafluoroethyl-2-piperidino-5-trifluoromethyl-6H-1,3-thiazin-6-one. Possible reaction pathways and factors influencing the intramolecular nucleophilic cyclization are discussed.
Библиографическая ссылка:
Furin G.G.
, Pressman L.S.
, Rogoza A.V.
, Salmanov I.A.
Synthesis of 6H-1,3-Thiazine Derivatives from Perfluoro(3-isothiocyanato-2-methyl-2-pentene)
Russian Journal of Organic Chemistry. 1997. V.33. N5. P.720-724. Scopus РИНЦ
Synthesis of 6H-1,3-Thiazine Derivatives from Perfluoro(3-isothiocyanato-2-methyl-2-pentene)
Russian Journal of Organic Chemistry. 1997. V.33. N5. P.720-724. Scopus РИНЦ
Оригинальная:
Furin G.G.
, Pressman L.S.
, Rogoza A.V.
, Salmanov I.A.
Preparation of 6H-[1,3]thiazine derivatives using perfluoro(2-methyl-2-pentene-3-isothiocyanate)
Журнал органической химии (RUSS J ORG CHEM+). 1997. V.33. N5. P.782-786. WOS
Preparation of 6H-[1,3]thiazine derivatives using perfluoro(2-methyl-2-pentene-3-isothiocyanate)
Журнал органической химии (RUSS J ORG CHEM+). 1997. V.33. N5. P.782-786. WOS
Идентификаторы БД:
| Scopus: | 2-s2.0-0031313125 |
| РИНЦ: | 13274981 |