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The synthesis of the first acetylenic silyl derivatives of 2-methylimidazole and benzimidazole

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Abstract

The earlier unknown acetylenic silyl iodides of linear and cyclic structure form in the reaction of 2-methylimidazole and benzimidazole with bis[dimethyl(iodomethyl)silyl]ethyne. The synthesized compounds are characterized by the data of elemental analysis, 1Н, 13С, 15N, 29Si NMR, IR, Raman and UV spectroscopy.

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References

  1. Bellemin Laponnaz, S., Guichard, G., and Chardon, E., FR Patent 2969615 A1, 2012.

    Google Scholar 

  2. Matsuda, H., Fukuda, N., Ueno, T., Katakawa, M., Wang, X., Watanabe, T., Matsiu, S., Aoyama, T., Saito, K., Bando, T., Matsumoto, Y., Nagase, H., Matsumoto, K., and Sugiyama, H., Kidney Int., 2011, vol. 79, p. 45. DOI: 10.1038/ki.2010.330.

    Article  Google Scholar 

  3. Shinohara, K., Bando, T., and Sugiyama, H., Anticancer Drugs, 2010, vol. 21, p. 228. DOI: 10.1097/CAD.0b013e328334d8f9.

    Article  CAS  Google Scholar 

  4. Kanjilal, S., Sunitha, S., Reddy, P.S., Kumar, K.P., Murty, U.S.N., and Prasad, R.B.N., Eur. J. Lipid Technol., 2009, vol. 111, p. 941. DOI: 10.1002/ejlt.200800292.

    Article  CAS  Google Scholar 

  5. Chan, P.C., Sills, R.C., Kissling, G.E., Nyska, A., and Richter, W., Arch. Toxicol., 2008, vol. 82, p. 399. DOI: 10.1007/s00204-007-0249-7.

    Article  CAS  Google Scholar 

  6. Khabnadideh, S., Rezaei, Z., Khalafi-Nezhad, A., Bahrinajafi, R., Mohamadi, R., and Farrokhroz, A.A., Bioorg. Med. Chem. Lett., 2003, vol. 13, p. 2863. DOI: 10.1016/S0960-894X(03)00591-2.

    Article  CAS  Google Scholar 

  7. Banerjee, B.C. and Roy, S., Indian J. Chem., Sect. B: Org. Chem. Incl. Med. Chem., 2008, vol. 47, p. 1108. http://noprniscairresin/bitstream/123456789/1759/1/IJCB%2047B(7)%201108-1112pdf.

    Google Scholar 

  8. Jiang, T., Ma, X., Zhou, Y., Liang, S., Zhang, J., and Han, B., Green Chem., 2008, vol. 10, p. 465. DOI: 10.1155/2014/729842.

    Article  CAS  Google Scholar 

  9. Eselev, A.D. and Bobylev, V.A., Klei. Germetiki. Tekhnologii, 2005, vol. 4, p. 2.

    Google Scholar 

  10. Lee, S., Jeon, Y., Lim, Y., Hossain, A., Lee, S., Cho, Y., Ju, H., and Kim, W., Electrochim. Acta, 2013, vol. 107, p. 675. DOI: 10.1016/jelectacta.2013.04.108

    Article  CAS  Google Scholar 

  11. Hay, M.P., Wilson, W.R., and Denny, W.A., Tetrahedron, 2000, vol. 56, p. 645. DOI: 10.1016/S0040- 4020(99)01031-5.

    Article  CAS  Google Scholar 

  12. Grimison, A., Ridd, J. H., and Smith, B., J. Chem. Soc., 1960, p. 1352. DOI: 10.1039/JR9600001357.

    Google Scholar 

  13. Casilda, V.C., Perez-Mayoral, E., Banares, M.A., and Diz, E.L., Chem. Engineering J., 2010, vol. 161, p. 371. DOI: 10.1016/jcej.2010.01.028.

    Article  Google Scholar 

  14. Cernatescu, C. and Comanita, E., CI&Ceo, 2005, vol. 11, p. 19. DOI: 1451-9372/2005/1451-93720501019Cpdf

    Article  CAS  Google Scholar 

  15. Diez-Barra, E., Hoz, A., Sanchez, A., and Tejeda, J., Synth. Comm., 1993, vol. 23, p. 1783. DOI: 10.1080/00397919308011277

    Article  CAS  Google Scholar 

  16. Yarosh, N., Zhilitskaya, L.V., Shagun, L.G., Dorofeev, I.A., Larina, L.I., and Voronkov, G., Russ. J. Org. Chem., 2013, vol. 49, no. 3, p. 475. DOI: 10.1134/51070428013030287.

    Article  CAS  Google Scholar 

  17. Shagun, L.G., Dorofeev, I.A., Yarosh, N.A., Zhilitskaya, L.V., Larina, L.I., and Voronkov, A.G., Russ. J. Org. Chem., 2013, vol. 49, no. 11, p. 1528. DOI: 10.1134/S1070428013110195.

    Google Scholar 

  18. Shagun, L.G., Dorofeev, I.A., Zhilitskaya, L.V., Larina, L.I., Yarosh, N.O., Klyba, L.V., and Sanzheeva, E.R., Russ. J. Org. Chem., 2014, vol. 50, no. 9, p. 1377. DOI: 10.1134/S1070428014090255.

    Article  CAS  Google Scholar 

  19. Shagun, L.G., Dorofeev, I.A., Zhilitskaya, L.V., Larina, L.I., Yarosh, N.O., Klyba, L.V., and Sanzheeva, E.R., Mendeleev Commun., 2015, vol. 25, p. 34. DOI: 10.1016/jmencom.2015.01.012.

    Article  CAS  Google Scholar 

  20. Shagun, L.G., Dorofeev, I.A., Zhilitskaya, L.V., Yarosh, N.O., and Larina, L.I., Chem. Heterocycl. Comp., 2014, vol. 50, no. 9, p. 1332. DOI: 10.1007/s10593-014-1596-y.

    Article  CAS  Google Scholar 

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Authors and Affiliations

  1. Favorskii Irkutsk Institute of Chemistry, Siberian Branch, Russian Academy of Sciences, ul. Favorskogo 1, Irkutsk, 664033, Russia

    N. O. Yarosh, L. V. Zhilitskaya, L. G. Shagun, L. I. Larina & I. А. Dorofeev

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  1. N. O. Yarosh
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  2. L. V. Zhilitskaya
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  3. L. G. Shagun
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  4. L. I. Larina
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  5. I. А. Dorofeev
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Correspondence to N. O. Yarosh.

Additional information

Original Russian Text © N.O. Yarosh, L.V. Zhilitskaya, L.G. Shagun, L.I. Larina, I.А. Dorofeev, 2015, published in Zhurnal Obshchei Khimii, 2015, Vol. 85, No. 10, pp. 1672–1676.

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Yarosh, N.O., Zhilitskaya, L.V., Shagun, L.G. et al. The synthesis of the first acetylenic silyl derivatives of 2-methylimidazole and benzimidazole. Russ J Gen Chem 85, 2304–2308 (2015). https://doi.org/10.1134/S1070363215100151

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  • DOI: https://doi.org/10.1134/S1070363215100151

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