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Effective Synthesis of Dialkyl Z-1,2-Bis[(1,5-R-1H-imidazol-2-yl)sulfanyl]ethenylphosphonates

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Abstract

A method for the synthesis of new dialkyl Z-1,2-bis[(1,5-R-1H-imidazol-2-yl)sulfanyl]ethenylphosphonates was developed on the basis of the reaction of dialkyl chloroethylphosphonates with 1,5-substituted imidazole-2-thiones in anhydrous acetonitrile.

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REFERENCES

  1. Saczewski, F., Stencel, A., Bienczak, A.M., Langowska, K.A., Michaelis, M., Werel, W., Halasa, R., Reszka, P., and Bednarski, P.J., Eur. J. Med. Chem., 2008, vol. 43, no. 9, p. 1847. https://doi.org/10.1016/j.ejmech.2007.11.017

    Article  CAS  PubMed  Google Scholar 

  2. Besset, T., Cahard, D., and Pannecoucke, X., J. Org. Chem., 2013, vol. 79, no. 1, p. 413. https://doi.org/10.1021/jo402385g

    Article  CAS  PubMed  Google Scholar 

  3. Suero, M.G., Bayle, E.D., Collins, B.S.L., and Gaunt, M.J., J. Am. Chem. Soc., 2013, vol. 135, no. 14, p. 5332. https://doi.org/10.1021/ja401840j

    Article  CAS  PubMed  Google Scholar 

  4. Mahesh, K., Karpagam, S., Putnin, T., Le, H., Bui, T., Ounnunkad, K., and Goubard, F., J. Photochem. Photobiol. (A), 2019, vol. 371, p. 238. https://doi.org/10.1016/j.jphotochem.2018.11.024

    Article  CAS  Google Scholar 

  5. Wang, C., Luo, G., Nishiura, M., Song, G., Yamamoto, A., Luo, Y., and Hou, Z., Sci. Adv., 2017, vol. 3, no. 7, p. 1. https://doi.org/10.1126/sciadv.1701011

    Article  CAS  Google Scholar 

  6. Harvison, M.A. and Lowe, A.B., Macromol. Rapid Commun., 2011, vol. 32, p. 779. https://doi.org/10.1002/marc.201100156

    Article  CAS  PubMed  Google Scholar 

  7. Wang, Y.-S., Cheng, C.-C., Ye, Y.-S., Yen, Y.-C., and Chang, F.-C., ACS Macro Lett., 2012, vol. 1, no. 1, p. 159. https://doi.org/10.1021/mz200009x

    Article  CAS  Google Scholar 

  8. Xu, H., Chen, W., Chen, J., and Wu, H., Synthesis, 2012, vol. 44, p. 380. https://doi.org/10.1055/s-0031-1290067

    Article  CAS  Google Scholar 

  9. Levanova, E.P., Nikonova, V.S., Rosentsveig, I.B., Russavskaya, N.V., Albanov, A.I., and Korchevin, N.A., Russ. J. Org. Chem., 2017, vol. 53, no. 8, p. 1186. https://doi.org/10.1134/S107042801708005X

    Article  CAS  Google Scholar 

  10. Ananikov, V.P., Kabeshov, M.A., and Beletskaya, I.P., Synlett, 2005, vol. 6, p. 1015. https://doi.org/10.1055/s-2005-865195

    Article  CAS  Google Scholar 

  11. Chen, J., Chen, S., Xu, X., Tang, Z., Au, C.-T., and Qiu, R., J. Org. Chem., 2016, vol. 81, p. 3246. https://doi.org/10.1021/acs.joc.6b00203

    Article  CAS  PubMed  Google Scholar 

  12. Rodygin, K.S., Gyrdymova, Y.V., and Zarubaev, V.V., Mendeleev Commun., 2017, vol. 27, p. 476. https://doi.org/10.1016/j.mencom.2017.09.015

    Article  CAS  Google Scholar 

  13. Degtyareva, E.S., Erokhin, K.S., Kashin, A.S., and Ananikov, V.P., Appl. Catal. (A), 2019, vol. 571, p. 170. https://doi.org/10.1016/j.apcata.2018.12.018

    Article  CAS  Google Scholar 

  14. Egorov, D.M., Piterskaya, Y.L., and Dogadina, A.V., Russ. J. Gen. Chem., 2015, vol. 85, no. 2, p. 502. https://doi.org/10.1134/S1070363215020255

    Article  CAS  Google Scholar 

  15. Egorov, D.M., Piterskaya, Yu.L., Mironov, V.F., and Dogadina, A.V., Russ. J. Gen. Chem., 2015, vol. 85, no. 9, p. 1564. https://doi.org/10.1134/S1070363215090273

    Article  CAS  Google Scholar 

  16. Egorov, D.M., Piterskaya, Yu.L., Kartsev, D.D., Polukeev, V.A., Krivchun, M.N., and Dogadina, A.V., Russ. J. Gen. Chem., 2018, vol. 88, no. 9, p. 1824. https://doi.org/10.1134/S1070363218090104

    Article  CAS  Google Scholar 

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Funding

This work was financially supported by the Russian Foundation for Basic Research (grant no. 18-33-00430) as a part of the basic part of the governmental task of the Ministry of Science and Higher Education (no. 785.00.X6019) using the equipment of the Engineering Center of the St. Petersburg State Institute of Technology.

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Authors and Affiliations

  1. St. Petersburg State Institute of Technology (Technical University), 190013, St. Petersburg, Russia

    D. M. Egorov, A. A. Babushkina, Yu. L. Piterskaya & A. V. Dogadina

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  1. D. M. Egorov
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  2. A. A. Babushkina
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  3. Yu. L. Piterskaya
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  4. A. V. Dogadina
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Correspondence to D. M. Egorov.

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Egorov, D.M., Babushkina, A.A., Piterskaya, Y.L. et al. Effective Synthesis of Dialkyl Z-1,2-Bis[(1,5-R-1H-imidazol-2-yl)sulfanyl]ethenylphosphonates. Russ J Gen Chem 90, 1096–1099 (2020). https://doi.org/10.1134/S1070363220060262

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