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Reaction of CBrF2-CBrF2 with hydrazones of aromatic aldehydes - Novel efficient synthesis of fluorocontaining alkanes, alkenes and alkynesстатья
Информация о цитировании статьи получена из
Web of Science,
Scopus
Статья опубликована в журнале из списка Web of Science и/или Scopus
Дата последнего поиска статьи во внешних источниках: 18 июля 2013 г.
- Авторы: Nenajdenko V.G., Varseev G.N., Korotchenko V.N., Shastin A.V., Balenkova E.S.
- Журнал: Journal of Fluorine Chemistry
- Том: 125
- Номер: 9
- Год издания: 2004
- Издательство: Elsevier BV
- Местоположение издательства: Netherlands
- Первая страница: 1339
- Последняя страница: 1345
- DOI: 10.1016/j.jfluchem.2004.04.002
- Аннотация: An olefination of hydrazones of aromatic aldehydes by CBrF2-CBrF2 under copper catalysis was investigated. In situ prepared aldehydes hydrazones were converted to (3-bromo-2,2,3,3-tetrafluoropropyl)arenes by reaction with CBrF2-CBrF2 in the presence of CuCl. Subsequent elimination of HF by sodium hydroxide resulted in stereospecific formation of fluorocontaining alkenes. Elimination proceeds stereoselectively, only Z-isomers of alkenes are formed. Elimination of two molecules of HF from (3-bromo-2,2,3,3-tetrafluoropropyl)arenes by treatment with potassium tert-butoxide leads to formation of (bromodifluoromethyl)alkynes. As a result a simple and efficient transformation of aromatic aldehydes to range of various fluorinated alkanes, alkenes and alkynes was elaborated. (C) 2004 Elsevier B.V. All rights reserved.
- Добавил в систему: Ненайденко Валентин Георгиевич