Skip to main content
Log in

A Novel Reaction of Sulfonyl Azides with Phosphine Sulfides

  • Published:
Russian Journal of Organic Chemistry Aims and scope Submit manuscript

Abstract

(4-Methoxyphenyl)di(pyrrolidin-1-yl)phosphine sulfides were synthesized by the reaction of Lausson’s reagent with cyclic amines. It was shown for the first time that phosphine sulfides react with arenesulfonyl azides in 1,4-dioxane under reflux with the elimination of nitrogen and elemental sulfur to form previously unknown dicycloaminophosphoranylidene sulfonamides.

This is a preview of subscription content, log in via an institution to check access.

Access this article

Price excludes VAT (USA)
Tax calculation will be finalised during checkout.

Instant access to the full article PDF.

Scheme

REFERENCES

  1. Galieva, N.A., Saveliev, D.A., Eltsov, O.S., Bakulev, V.A., Lubec, G., Xing, J., Fan, Z., and Beryozkina, T.V., Mendeleev Commun., 2021, vol. 31, p. 495. https://doi.org/10.1016/j.mencom.2021.07.019

    Article  CAS  Google Scholar 

  2. Ilkin, V., Berseneva, V., Beryozkina, T., Glukhareva, T., Dianova, L., Dehaen, W., Seliverstova, E., and Bakulev, V., Beilstein J. Org. Chem., 2020, vol. 16, p. 2937. https://doi.org/10.3762/bjoc.16.243

    Article  CAS  PubMed  PubMed Central  Google Scholar 

  3. Rupakova, N.A., Bakulev, V.A., Knippschild, U., García-Reyes, B., Eltsov, O.S., Slesarev, G.P., Beliaev, N., Slepukhin, P.A., Witt, L., Peifer, C., and Beryozkina, T.V., Arkivoc, 2017, vol. 2017, p. 225. https://doi.org/10.24820/ark.5550190.p010.200

    Article  CAS  Google Scholar 

  4. Aswad, M., Chiba, J., Tomohiro, T., and Hatanaka, Y., Chem. Commun., 2013, vol. 49, p. 10242. https://doi.org/10.1039/C3CC46055J

    Article  CAS  Google Scholar 

  5. Aswad, M., Chiba, J., Hatanaka, Y., and Tomohiro, T., Tetrahedron Lett., 2019, vol. 24, p. 1611. https://doi.org/10.1016/j.tetlet.2019.05.029

    Article  CAS  Google Scholar 

  6. Dianova, L., Berseneva, V., Beryozkina, T., Efimov, I., Kosterina, M., Eltsov, O., Dehaen, W., and Bakulev, V., Eur. J. Org. Chem., 2015, p. 6917. https://doi.org/10.1002/ejoc.201500968

  7. Il’kin, V.G., Berseneva, V.S., Slepukhin, P.A., and Bakulev, V.A., Chem. Heterocycl. Compd., 2018, vol. 54, p. 1153. https://doi.org/10.1007/s10593-019-02407-7

    Article  CAS  Google Scholar 

  8. Beryozkina, T., Bakulev, V., Dianova, L., Berseneva, V., Slepukhin, P., Leban, J., Kalaba, P., Aher, N.Y., Ilic, M., Sitte, H.H., and Lubec, G., Synthesis, 2016, vol. 48, p. 1046. https://doi.org/10.1055/s-0035-1561350

    Article  CAS  Google Scholar 

Download references

Funding

The work was financially supported by the Russian Science Foundation (project no. 21-73-00047).

Author information

Authors and Affiliations

Authors

Corresponding author

Correspondence to V. A. Bakulev.

Ethics declarations

The authors declare no conflict of interest.

Additional information

Translated from Zhurnal Organicheskoi Khimii, 2023, Vol. 59, No. 5, pp. 687–690 https://doi.org/10.31857/S0514749223050178.

Rights and permissions

Reprints and permissions

About this article

Check for updates. Verify currency and authenticity via CrossMark

Cite this article

Filimonov, V.O., Il’kin, V.G., Seliverstova, E.A. et al. A Novel Reaction of Sulfonyl Azides with Phosphine Sulfides. Russ J Org Chem 59, 932–934 (2023). https://doi.org/10.1134/S107042802305024X

Download citation

  • Received:

  • Revised:

  • Accepted:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1134/S107042802305024X

Keywords:

Navigation