Publication: Reactions of Chlorosulfanyl Derivatives of Cyclobutanones with Different Nucleophiles
Reactions of Chlorosulfanyl Derivatives of Cyclobutanones with Different Nucleophiles
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Majchrzak, A., Mlostoń, G., Linden, A., & Heimgartner, H. (2006). Reactions of Chlorosulfanyl Derivatives of Cyclobutanones with Different Nucleophiles. Helvetica Chimica Acta, 89(5), 1042–1061. https://doi.org/10.1002/hlca.200690082
Abstract
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Abstract
The reactions of 3-chloro-3-(chlorosulfanyl)-2,2,4,4-tetramethylcyclobutan-1-one (2) with N, O, S, and P nucleophiles occur by substitution of Cl at the S-atom. Whereas, in the cases of secondary amines, alkanols, phenols, thiols, thiophenols, and di- and trialkyl phosphates, the initially formed substitution products were obtained, the corresponding products with allyl and propargyl alcohols undergo a [2,3]-sigmatropic rearrangement to give allyl and allenyl sulfoxides, respectively. Analogous substitution reactions were observed whe
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- Majchrzak, A
- Heimgartner, H
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F. Hoffmann-La Roche AG, Basel
Citations
Majchrzak, A., Mlostoń, G., Linden, A., & Heimgartner, H. (2006). Reactions of Chlorosulfanyl Derivatives of Cyclobutanones with Different Nucleophiles. Helvetica Chimica Acta, 89(5), 1042–1061. https://doi.org/10.1002/hlca.200690082
