S 98 Synthesis of perfluoro- and 2-trifluoromethylpentafluoro-dihydrofurans and their epoxy derivatives [Electronic resource] / V. I. Filyakova, M. I. Kodess, A. Ya. Zapevalov, V. I. Saloutin // Russian Journal of Organic Chemistry (Translation of Zhurnal Organicheskoi Khimii). - 2003. - Vol. 39, № 7. - P1010-1015. - Bibliogr. : p. 1015 (11 ref.) Рубрики: ХИМИЧЕСКИЕ НАУКИ Кл.слова (ненормированные): CESIUM -- EPOXIDE -- FURAN DERIVATIVE -- PERFLUORO COMPOUND Аннотация: Perfluorotetrahydrofuran-2-carboxylic acid was converted through a series of transformations into perfluoro-2,3-dihydrofuran and perfluoro-2,5- dihydrofuran; likewise, from (2-perfluorotetrahydrofuryl)difluoroacetic acid 2-trifluoromethylpentafluoro-2,3-dihydrofuran was obtained. Perfluoro-2,3- dihydrofuran and 2-trifluoromethylpentafluoro-2,3-dihydrofuran underwent isomerization into perfluoro-2,5-dihydrofuran and 2-trifluoromethylpentafluoro- 2,5-dihydrofuran by the action of cesium fluoride. Treatment of perfluoro-2,5-dihydrofuran with SbF5 resulted in ring opening and formation of cis-perfluoro-2-butenoyl fluoride, while 2- trifluoromethylpentafluoro-2,3-dihydrofuran was converted into 2-trifluoromethylpentafluoro-2,5-dihydrofuran under the same conditions. Perfluoro-3,4-epoxytetrahydrofuran and 2-trifluoromethyl-3,4-epoxypenta- fluorotetrahydrofuran containing fused oxirane and tetrahydrofuran rings were synthesized by reactions of perfluoro-2,5-dihydrofuran and 2- trifluoromethylpentafluoro-2,5-dihydrofuran, respectively, with sodium hypochlorite. \\\\Expert2\\nbo\\Russian Journal of Organic Chemistry\\2003, 39 (7), 1010.pdf |