Email this article Synthesis and properties of N-(alkenylidene)trifluoromethanesulfonamides
- Authors: Shainyan B.A.1, Tolstikova L.L.1
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Affiliations:
- Favorskii Irkutsk Institute of Chemistry, Siberian Branch
- Issue: Vol 52, No 4 (2016)
- Pages: 499-502
- Section: Review
- URL: https://journals.rcsi.science/1070-4280/article/view/214049
- DOI: https://doi.org/10.1134/S1070428016040035
- ID: 214049
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Abstract
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.
About the authors
B. A. Shainyan
Favorskii Irkutsk Institute of Chemistry, Siberian Branch
Author for correspondence.
Email: bagrat@irioch.irk.ru
Russian Federation, ul. Favorskogo 1, Irkutsk, 664033
L. L. Tolstikova
Favorskii Irkutsk Institute of Chemistry, Siberian Branch
Email: bagrat@irioch.irk.ru
Russian Federation, ul. Favorskogo 1, Irkutsk, 664033
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