Synthesis and properties of N-(alkenylidene)trifluoromethanesulfonamides

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作者
B. A. Shainyan
L. L. Tolstikova
机构
[1] Russian Academy of Sciences,Favorskii Irkutsk Institute of Chemistry, Siberian Branch
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关键词
Trifluoro; Methanesulfonamide; Quantum Chemical Analysis; Trifluoromethanesulfonamide; Initial Aldehyde;
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摘要
N-Alkenylidenetrifluoromethanesulfonamides TfN=CH–CR=C(Me)R′ (R, R′ = H, Me) have been synthesized by reaction of N-sulfinyltrifluoromethanesulfonamide TfNSO with (E)-but-2-enal, (E)-2-methylbut- 2-enal, and 3-methylbut-2-enal. Despite greater stability of N-alkenylidenetrifluoromethanesulfonamides relative to their propargyl isomers TfNHCH2C≡CR, no rearrangement of the latter into the former occurs due to the presence of an acidic NH proton, which hampers formation of carbon-centered anion.
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页码:499 / 502
页数:3
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