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Cycloaddition reactions

2. Reaction of sulfenes with 1-methylthio-1-(N, N-diethylamino)ethene

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Bulletin of the Academy of Sciences of the USSR, Division of chemical science Aims and scope

Conclusions

  1. 1.

    Methanethiol is cleaved in the 1,2-cycloaddition of 1-methylthio-1-(N,N-diethylamino)ethene to sulfenes and a mixture of 3-(N,N-diethylamino)dioxy-2-thietenes and 1-(N,N-diethylamino)-1-methylthio-2-methyl(benzyl)sulfonylethenes is formed, along with the partial hydrolysis products of the latter.

  2. 2.

    The ratio of the cyclic and acyclic adducts depends on the structure of the employed sulfene and the polarity of the solvent.

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Literature cited

  1. E. N. Prilezhaeva, N. P. Petukhova, V. I. Kurilkin, A. U. Stepanyants, and V. P. Lezina, Izv. Akad. Nauk SSSR, Ser. Khim., 1827 (1974).

  2. W. E. Truce and J. R. Norell, J. Am. Chem. Soc.,85, 3231 (1963).

    Google Scholar 

  3. T.Nagai, H. Namikoshi, and N. Tokura, Tetrahedron Lett., 4329 (1968).

  4. R. H. Hasek, P. G. Gott, R. H. Meen, and J. C. Martin, J. Org. Chem.,30, 1495 (1965).

    Google Scholar 

  5. G. Opitz and H. Schempp, Ann. Chem.,684, 103 (1965).

    Google Scholar 

  6. W. E. Truce, D. J. Abraham, and P. Son, J. Org. Chem.,32, 990 (1967).

    Google Scholar 

  7. M. H. Rosen, Tetrahedron Lett., 647 (1969).

  8. R. Compper and W. Elser, Ann. Chem.,725, 64 (1969).

    Google Scholar 

  9. R. Lesser and A. Mehrländer, Chem. Ber.,56, 1642 (1923).

    Google Scholar 

  10. H. Böhme and H. Fischer, Chem. Ber.,76, 92 (1943).

    Google Scholar 

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Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No.1, pp.132–136, January, 1976.

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Petukhova, N.P., Aristova, N.E., Stepanyants, A.U. et al. Cycloaddition reactions. Russ Chem Bull 25, 119–123 (1976). https://doi.org/10.1007/BF00925632

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  • DOI: https://doi.org/10.1007/BF00925632

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