Reactions of perfluoro(3-isothiocyanato-2-methyl-2-pentene) with oxygen nucleophiles

Reactions of perfluoro(3-isothiocyanato-2-methyl-2-pentene) with oxygen nucleophiles Full article

Journal

Russian Journal of General Chemistry
ISSN: 1070-3632 , E-ISSN: 1608-3350

Output data

Year: 1999, Volume: 69, Number: 9, Pages: 1440-1445 Pages count : 6

Authors

Furin G.G. ¹ , Pressman L.S. ¹ , Salmanov I.A. ¹ , Zhuzhgov E.L. ²

Affiliations

1	Novosibirsk Institute of Organic Chemistry, Siberian Branch of the Russian Academy of Sciences, 9 prosp. Akad. Lavrent'eva, 630090, Novosibirsk, Russian Federation
2	Novosibirsk State University, 2 ul. Pirogova, 630090, Novosibirsk, Russian

Perfluoro(3-isothiocyanato-2-methyl-2-pentene) reacts with methanol, 1-butanol, 2-methyl-1-butanol, and pentafluorophenol to afford the corresponding thiocarbamates. The same reactions in the presence of triethylamine leads to formation of mixtures of the corresponding carbamates and 2-alkoxy-4-tetrafluoroethylidene-5,5-bis(trifluoromethyl)-4,5-dihydro-1,3-thiazoles. 2-Substituted 4,5-dihydro-1,3-thiazole derivatives are also formed by treatment with K2CO3 in dimethylformamide of the above alkyl and pentafluorophenyl thiocarbamates, as well as by reaction of perfluoro(3-isothiocyanato-2-methyl-2-pentene) with alcohols, phenol, pentafluorophenol, and beta,beta,beta-trifluoroethanol in the presence of triethylamine. The NMR spectra and reaction paths are discussed.

Furin G.G. , Pressman L.S. , Salmanov I.A. , Zhuzhgov E.L.
Reactions of perfluoro(3-isothiocyanato-2-methyl-2-pentene) with oxygen nucleophiles
Russian Journal of General Chemistry. 1999. V.69. N9. P.1440-1445. WOS РИНЦ

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