The reactions of perfluoro-2-methyl-2-pentene with substituted phenols and some heterocyclic compounds containing OH group result in the substitution of the fluorine atom either exclusively at the internal multiple bond or at the terminal multiple bond of perfluoro-2-methyl-1-pentene formed by isomerization of the starting perfluoroolefin in the course of the reaction. The reaction pathway depends on the reaction conditions, base used, and substituents in the benzene ring. The structures of the compounds were confirmed by 1 H, 13 C, and 19 F NMR and IR spectroscopy.
Reactions of Perfluoro(5-aza-4-nonene) with Hydrazine and Some of Its Derivatives.-The title azanonene (I) reacts with hydrazines to furnish triazole derivatives. In the case of (V), deprotected triazole (VII) is obtained instead of the expected (VI). The perfluoroolefin analogue (VIII) behaves like (I) in reactions with arylhydrazines and propionylhydrazine, but provides isomeric hydrazones in the reaction with hydrazine hydrate. Attempts to effect cyclization of these products into expected pyrazole derivatives by action of Et 3 N result in formation of cyclobutadiene derivatives (XII)/(XIII). -(FURIN, G. G.; CHI, KI-WAN; PROTSUK, N. I.; LOPYREV, V. A.; Russ.
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