Iodination of propargylpyrazole in the presence of cadmium (II) acetate

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Abstract

This paper describes an efficient synthetic method of iodine addition to the triple bond and substitution of the CH-acid hydrogen atom of propargylpyrazole in the presence of cadmium (II) acetate at room temperature, the role of solvents and the ratio of reagents during iodination are optimized.

About the authors

K. V. Balyan

Scientific and Technological Center of Organic and Pharmaceutical Chemistry, National Academy of Sciences of Armenia

Email: balyan-79@inbox.ru

H. R. Pogosyan

Scientific and Technological Center of Organic and Pharmaceutical Chemistry, National Academy of Sciences of Armenia

L. A. Movsisyan

Scientific and Technological Center of Organic and Pharmaceutical Chemistry, National Academy of Sciences of Armenia

H. B. Sargsyan

Scientific and Technological Center of Organic and Pharmaceutical Chemistry, National Academy of Sciences of Armenia

H. S. Attaryan

Scientific and Technological Center of Organic and Pharmaceutical Chemistry, National Academy of Sciences of Armenia

A. G. Ayvazyan

Scientific and Technological Center of Organic and Pharmaceutical Chemistry, National Academy of Sciences of Armenia

N. G. Hobosyan

Scientific and Technological Center of Organic and Pharmaceutical Chemistry, National Academy of Sciences of Armenia

References

  1. Togo H., Iida S. Synlett. 2006, 14, 2159-2175. doi: 10.1055/S-2006-950405
  2. Küpper F.C., Feiters M.C., Olofsson B., Kaiho T., Yanagida S., Zimmermann M.B., Carpenter L.J., Luther G.W. III, Lu Z., Jonsson M., Kloo L. Angew. Chem. Int. Ed. 2011, 50, 11598-11620. doi: 10.1002/anie.201100028
  3. Stavber G., Iskra J., Zupan M., Stavber S. Green Chem. 2009, 11, 1262-1267. doi: 10.1039/B902230A
  4. Stavber S., Jereb M., Zupan M. Synthesis. 2008, 10, 1487-1513. doi: 10.1055/s-2008-1067037
  5. Vekariya R.H., Balar C.R., Sharma V.S., Prajapati N.P., Vekariya M.K., Sharma A.S. ChemistrySelect. 2018, 3, 9189-9203. doi: 10.1002/slct.201801778
  6. Mphahlele M.J. J. Chem. Res. 2010, 34, 121-126. doi: 10.3184/030823410X12668430854084
  7. Brand J.P., Waser J. Chem. Soc. Rev. 2012, 41, 4165-4179. doi: 10.1039/c2cs35034c
  8. Liu Y., Huang D., Huang J., Maruoka K. J. Org. Chem. 2017, 82, 11865-11871. doi: 10.1021/acs.joc.7b01555
  9. Yan J., Li J., Cheng D. Synlett. 2007, 15, 2442-2444. doi: 10.1055/s-2007-985608
  10. Liu P., Liu X., Chen G., Li C. Synlett. 2018, 29, 2051-2055. doi: 10.1055/s-0037-1610259
  11. Myint Y.Y, Pasha M.A. J. Chem. Res. 2004, 5, 333-335. doi: 10.3184/0308234041639674
  12. Обосян Н.Г. Хим. ж. Армении. 2019, 72, 366-368.
  13. Schmidt A., Dreger A. Curr. Org. Chem. 2011, 15, 1423-1463. doi: 10.2174/138527211795378263
  14. Rahimizadeh M., Pordel M., Bakavoli M., Rezaeian S., Sadeghian A. World J. Microbiol. Biotechnol. 2009, 26, 317-321. doi: 10.1007/s11274-009-0178-0
  15. Обосян Н.Г., Балян К.В., Петросян А.Л., Саргсян А.Б., Чобанян Ж.А., Нерсисян Р.С. ЖОрХ. 2018, 54, 1253-1254.
  16. Hobosyan N. G., Balyan K.V., Petrosyan A.L. Sargsyan A.B., Chobanyan Zh.A., Nersisyan H.S. Russ. J. Org. Chem. 2018, 54, 1268-1269. doi: 10.1134/S1070428018080262
  17. Sheldrick G.M. Acta Crystallogr., Sect. C. 2015, 71, 3-8. doi: 10.1107/S2053229614024218
  18. North A.C.T., Phillips D.C., Mathews F.S. Acta Crystallogr., Sect. A. 1968, 24, 351-359. doi: 10.1107/S0567739468000707

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