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- W2022666579 abstract "2,4-Dinitrofluorobenzene reacts with 2-(acetylamino)ethanol in dioxane in the presence of sodium to give 2-(acetylamino)ethanol 2,4-dinitrophenyl ether (7), N-(2-acetoxyethyl)-2,4-dinitroaniline (8), which is considered to be a Smiles rearranged product of 7, and N-(2-hydroxyethyl)-2,4-dinitroaniline (9), a hydrolysis product of 8. Furthermore, 7 undergoes a Smiles rearrangement in DMSO in the presence of NaOCH3 or KOC(CH3)3, giving 8 and 9. Spiro Janovsky complex was spectrpmetrically confirmed to exist during the course of rearrangement." @default.
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- W2022666579 date "1978-09-01" @default.
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- W2022666579 title "Aromatic Nucleophilic Substitution. X. Confirmation of the Anionic σ Complex in the Base-catalyzed Smiles Rearrangement of 2-(Acetylamino)ethyl 2,4-Dinitrophenyl Ether in Dimethyl Sulfoxide" @default.
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- W2022666579 doi "https://doi.org/10.1246/bcsj.51.2601" @default.
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