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- W2023016274 abstract "The reaction of 3-ethoxycarbonyl-5-perfluoroalkyl-1,2,4-oxadiazoles with hydroxylamines has been investigated, evidencing the possibility of competitive reaction paths. Nucleophilic addition of hydroxylamine to the electrophilic C(5) of the 1,2,4-oxadiazole ring, followed by ring-opening and ring-closure with enlargement, leads to high yield and in very mild experimental conditions to the formation of 5-hydroxyamino-3-perfluoroalkyl-6H-1,2,4-oxadiazin-6-ones, one of these presenting water gelation ability. In turn, reactions with N-methylhydroxylamine lead the exclusive formation of 4-perfluoroacylamino-2-methyl-2H-1,2,5-oxadiazol-3-ones through the well known Boulton–Katritzky rearrangement." @default.
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- W2023016274 date "2009-04-01" @default.
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- W2023016274 title "Synthesis of fluorinated 1,2,4-oxadiazin-6-ones through ANRORC rearrangement of 1,2,4-oxadiazoles" @default.
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- W2023016274 doi "https://doi.org/10.1016/j.tetlet.2009.01.071" @default.
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