Reactions of perfluoro(2-methylpent-2-ene) and perfluoro(5-azanon-4-ene) with primary amines containing a 2,6-di-tert-butylphenol fragment |
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Authors: | G. G. Furin A. P. Krysin N. I. Protsuk V. A. Lopyrev |
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Affiliation: | (1) Vorozhtsov Novosibirsk Institute of Organic Chemistry, Siberian Division, Russian Academy of Sciences, pr. Akademika Lavrent’eva 9, Novosibirsk, 630090, Russia;(2) Favorskii Irkutsk Institute of Chemistry, Siberian Division, Russian Academy of Sciences, ul. Favorskogo 1, Irkutsk, 664033, Russia |
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Abstract: | Reactions of perfluoro(2-methylpent-2-ene) and perfluoro(5-azanon-4-ene) with 4-(2-aminoethyl)-2,6-di-tert-butylphenol and 4-(3-aminopropyl)-2,6-di-tert-butylphenol in acetonitrile in the presence of triethylamine gave the corresponding azetidine, 1,2-dihydroazete, and 1,2-dihydro-1,3-diazete derivatives, respectively. The reaction mechanisms, role of triethylamine, and factors affecting the intramolecular nucleophilic cyclization process are discussed. |
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