R 30 Reactions of epoxides derived from internal perfluoroolefins with o-phenylenediamine and 2-aminophenol [Electronic resource] / L. V. Saloutina, A. Ya. Zapevalov, V. I. Saloutin, M. I. Kodess, V. E. Kirichenko, M. G. Pervova, O. N. Chupakhin // Russian Journal of Organic Chemistry (Translation of Zhurnal Organicheskoi Khimii). - 2006. - Vol. 42, № 4. - P558-566 Рубрики: ХИМИЧЕСКИЕ НАУКИ Аннотация: The reactions of epoxy derivatives of internal perfluoroolefins with o-phenylenediamine and 2-aminophenol in dioxane gave 23–67% of the corresponding 2,3-bis(perfluoroalkyl)quinoxalines and 2,3-bis(perfluoroalkyl)-2H-1,4-benzoxazin-2-ols, respectively. When N,N-dimethylacetamide was used as a solvent, the main reaction pathway was anionic isomerization of epoxides into ketones which were then converted into 2-perfluoroalkylbenzimidazoles (in the reactions with o-phenylenediamine) or 2-hydroxy-N-perfluoroalkanoylanilines (in the reactions with 2-aminophenol). The reaction of 3,4-epoxydodecafluorohexane with 2-aminophenol in N,N-dimethylacetamide was accompanied by unusual cyclization to afford 2-pentafluoropropanoyl-2-pentafluoroethyl-1,3-benzoxazolidine \\\\Expert2\\nbo\\Russian Journal of Organic Chemistry\\2006, 42 (4), 558.pdf |