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- W2016360360 abstract "Cyclopropylolefine 2 reagieren mit Tetracyanäthylen (TCÄ) zu Cyclobutanen 4. Mit Aryl-sulfonylisocyanaten entstehen 1-(Arylsulfonyl)-2-azetidinone 6, die beim Erwärmen in Benzol zu Acrylamiden 7 isomerisieren. Verbindungen, die durch Umlagerung intermediär auftretender Cyclopropylmethyl-Kationen entstehen könnten, werden bei diesen Cyclo-additionen nicht gefunden. – Für die Reaktionen von TCÄ bzw. Sulfonylisocyanaten mit Alkyl-, Cyclopropyl- und Alkoxy- äthylenen werden relative Geschwindigkeiten angegeben. –Ein Vergleich der ermittelten Reaktionsgeschwindigkeiten mit den ebenfalls untersuchten Cycloadditionen an Enoläther 8 zeigt, daß die Reaktionen der Olefine 2 von sterischen Faktoren stark beeinflußt werden. Enol Ethers, XI. Cycloadditions of Tetracyanoethylene and Sulfonyl Isocyanates to Cyclopropylolefines and Enol Ethers Cyclopropylolefines 2 react with tetracyanoethylene (TCE) to give cyclobutanes 4. With arylsulfonyl isocyanates 1-(arylsulfonyl)-2-azetidinones 6 are formed which isomerize to acrylamides 7 upon heating in benzene. Compounds resulting from rearrangement of cyclo-propylmethyl cations formed intermediately have never been detected. –Relative reaction rates for the addition of TCE and sulfonyl isocyanates to alkyl-, cyclopropyl-, and alkoxy- ethylenes are given. A comparison of reaction rates for the corresponding cycloadditions of TCE to cyclopropylolefines 2 and to enol ethers 8 indicates that the reactivity of the cyclopropyl compounds strongly depends upon steric factors." @default.
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- W2016360360 date "1974-01-01" @default.
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- W2016360360 title "Enoläther, XI. Cycloadditionen von Tetracyanäthylen und Sulfonylisocyanaten an Cyclopropylolefine und Enoläther" @default.
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- W2016360360 doi "https://doi.org/10.1002/cber.19741070134" @default.
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