Conclusions
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1.
Reaction of 1,2-di(organylsulfonyl)dichloroethenes with primary amines results in quantitative yields of products with geminal sulfonyl groups, namely N,N-aminals of di(organylsulfonyl)ketenes.
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2.
In reaction of E-1,2-di(organylsulfonyl)dichloroethenes with secondary amines only products with one chlorine atom replaced by an amino group are formed and during reaction they partially hydrolyze.
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3.
A mechanism based on reaction of RSO2 − anion with the starting sulfone giving trisulfonylchloroethene as an intermediate was proposed.
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Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 5, pp. 1104–1110, May, 1988.
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Dontsova, N.E., Petukhova, N.P., Prilezhaeva, E.N. et al. Polysulfonylethenes. 4. Reactions of E-1,2-di(organylsulfonyl)dichloroethenes with amines. Russ Chem Bull 37, 966–971 (1988). https://doi.org/10.1007/BF00957071
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DOI: https://doi.org/10.1007/BF00957071