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- W2952323908 abstract "Abstract Reaction of 3-(polyfluoroacyl)chromones with hydroxylamine free base proceeds via nucleophilic 1,4-addition followed by opening of the pyrone ring and subsequent cyclization to 4-(polyfluoroalkyl)-4 H -chromeno[3,4- d ]isoxazol-4-ols in good yields. On treatment with trifluoroacetic acid, the isoxazole ring of this annulated heterocyclic system opens to give 3-cyano-2-(polyfluoroalkyl)chromones, which were successfully hydrolyzed with concentrated H 2 SO 4 to afford 3-carbamoyl-2-(polyfluoroalkyl)chromones. On the other hand, oximation of 3-(polyfluoroacyl)chromones with hydroxylamine hydrochloride occurs either at the carbonyl carbon atom connected to the R F group or at the C-2 atom to give 3-R F C( NOH)-chromones and 5-R F -4-salicyloylisoxazole oximes, respectively. The former were easily converted to 3-R F -4-salicyloylisoxazoles by simple heating in dimethyl sulfoxide." @default.
- W2952323908 created "2019-06-27" @default.
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- W2952323908 date "2008-08-01" @default.
- W2952323908 modified "2023-09-27" @default.
- W2952323908 title "Reactions of 3-(polyfluoroacyl)chromones with hydroxylamine: synthesis of novel RF-containing isoxazole and chromone derivatives" @default.
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- W2952323908 doi "https://doi.org/10.1016/j.tet.2008.06.041" @default.
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