Journal of the Iranian Chemical Society

, Volume 17, Issue 2, pp 411–422 | Cite as

New, stable and reusable magnetic Fe3O4/PEG@CPTMS-thioaminophenol@Ni nanocatalyst for the synthesis of dispiro-cyclopropanes’s Meldrum’s acid

  • Nader Noroozi PesyanEmail author
  • Sepideh Bibak
  • Michael Aalinejad
Original Paper


Magnetic Fe3O4/PEG@CPTMS-thioaminophenol@Ni nanocatalyst as a heterogeneous, stable and reusable nanocatalyst was formed. This nanocatalyst was characterized by FT-IR, XRD, TGA, ICP, SEM, EDS and VSM techniques and was used for six times without decreasing activity. This nanocatalyst was used successfully for the synthesis of 3,3,10,10-tetramethyl-13-aryl(alkyl)-2,4,9,11-tetraoxadispiro[]tridecane-1,5,8,12-tetraones (dispiro-cyclopropane’s based on Meldrum’s acid) by the reaction of various aldehydes and Meldrum’s acid in the presence of triethylamine and cyanogen bromide in excellent yield.

Graphic abstract


Fe3O4 Dispiro-cyclopropane Meldrum’s acid 2-Amino thiophenol 


Compliance with ethical standards

Conflict of interest

The authors declare that they have no conflict of interest.


  1. 1.
    V. Polshettiwar, R.S. Varma, Green Chem. 12, 743–754 (2010)CrossRefGoogle Scholar
  2. 2.
    C.J. Xu, K.M. Xu, H.W. Gu, X.F. Zhong, Z.H. Guo, R.K. Zheng, X.X. Zhang, B. Xu, J. Am. Chem. Soc. 126, 3392–3393 (2004)CrossRefGoogle Scholar
  3. 3.
    N. Kohler, G.E. Fryxell, M.Q. Zhang, J. Am. Chem. Soc. 126, 7206–7211 (2004)CrossRefGoogle Scholar
  4. 4.
    J. Park, J. Joo, S.G. Kwon, Y. Jang, T. Hyeon, Angew. Chem. Int. Ed. 46, 4630–4660 (2007)CrossRefGoogle Scholar
  5. 5.
    L. Douziech-Eyrolles, H. Marchais, K. Hervé, E. Munnier, M. Soucé, C. Linassier, P. Dubois, L. Chourpa, Int. J. Nanomed. 2, 541–550 (2007)Google Scholar
  6. 6.
    A. Yan, X. Liu, G. Qiu, H. Wu, R. Yi, N. Zhang, J. Xu, J. Alloys Compd. 458, 487–491 (2008)CrossRefGoogle Scholar
  7. 7.
    Y. Zhang, N. Kohler, M. Zhang, Biomaterials 23, 1553–1561 (2002)CrossRefGoogle Scholar
  8. 8.
    A. Józefczak, A. Skumiel, J. Magn. Magn. Mater. 323, 1509–1516 (2011)CrossRefGoogle Scholar
  9. 9.
    Y.F. Shena, J. Tanga, Z.H. Nie, Y.D. Wang, Y. Ren, L. Zuo, Sep. Purif. Technol. 11, 1527–1532 (2013)Google Scholar
  10. 10.
    R. Faust, Angew. Chem. Int. Ed. 40, 2251–2253 (2001)CrossRefGoogle Scholar
  11. 11.
    W.A. Donaldson, Tetrahedron 57, 8589–8627 (2001)CrossRefGoogle Scholar
  12. 12.
    M. Zhang, F. Jovic, T. Vickers, B. Dyck, J. Tamiya, J. Grey, J.A. Tran, B.A. Fleck, R. Pick, A.C. Foster, C. Chen, Bioorg. Med. Chem. Lett. 18, 3682–3686 (2008)CrossRefGoogle Scholar
  13. 13.
    N. Noroozi Pesyan, M.A. Kimia, M. Jalilzadeh, E. Şhin, J. Chin. Chem. Soc. 60, 35–44 (2013)CrossRefGoogle Scholar
  14. 14.
    M.N. Elinson, A.N. Vereshchagin, N.O. Stepanov, T.A. Zaimovskaya, V.M. Merkulova, G.I. Nikishin, Tetrahedron Lett. 51, 428–431 (2010)CrossRefGoogle Scholar
  15. 15.
    A.N. Vereshchagin, M.N. Elinson, N.O. Stepanov, G.I. Nikishin, Mendeleev Commun. 19, 324–325 (2009)CrossRefGoogle Scholar
  16. 16.
    M.N. Elinson, S.K. Feducovich, N.O. Stepanov, N. Anatolii, A.N. Vereshchagin, G.I. Nikishin, Tetrahedron 64, 708–713 (2008)CrossRefGoogle Scholar
  17. 17.
    N. Noroozi Pesyan, A. Gharib, M. Behroozi, A. Shokr, Arab. J. Chem. 10, 1558–1566 (2017)CrossRefGoogle Scholar
  18. 18.
    H. Emtenäs, G. Soto, S.G. Hultgren, G.R. Marshall, F. Almqvist, Org. Lett. 2, 2065–2067 (2000)CrossRefGoogle Scholar
  19. 19.
    B.B. Snider, Y.O. Ahn, S.M. Hare, Org. Lett. 3, 4217–4220 (2001)CrossRefGoogle Scholar
  20. 20.
    A.A. Dudinov, B.V. Lichitsky, A.N. Komogortsev, M.M. Krayushkin, Mendeleev Commun. 19, 87–88 (2009)CrossRefGoogle Scholar
  21. 21.
    V.V. Lipson, N.V. Svetlichnaya, S.V. Shishkina, O.V. Shishkin, Mendeleev Commun. 18, 141–143 (2008)CrossRefGoogle Scholar
  22. 22.
    A. Song, X.X. Wang, K.S. Lam, Tetrahedron Lett. 44, 1755–1758 (2003)CrossRefGoogle Scholar
  23. 23.
    M. Liu, X. Deng, D. Zhu, H. Duan, W. Xiong, Z. Xu, W. Yang, J. Lu, J. Weng, W. Jia, L. Ji, J. Xiao, Z. Shan, J. Liu, H. Tian, Q. Ji, D. Zhu, J. Ge, L. Lin, L. Chen, X. Guo, Z. Zhao, Q. Li, Z. Zhou, G. Shan, J. He, N. Engl. J. Med. 362, 1090–1101 (2010)CrossRefGoogle Scholar
  24. 24.
    J.A. Lopez, F. González, F.A. Bonilla, G. Zambrano, M.E. Gómez, Rev. Latin Am. Metal. Mater. 30, 60–66 (2010)Google Scholar
  25. 25.
    N. Noroozi Pesyan, A. Shokr, M. Behroozi, E. Şahin, J. Iran. Chem. Soc. 10, 565–575 (2013)CrossRefGoogle Scholar
  26. 26.
    Y.R. Lee, J.H. Choi, Bull. Korean Chem. Soc. 27, 503–507 (2006)CrossRefGoogle Scholar
  27. 27.
    E. Kashani, N. Noroozi Pesyan, T. Tunç, E. Şahin, J. Chin. Chem. Soc. 62, 249–256 (2015)CrossRefGoogle Scholar
  28. 28.
    M. Jalilzadeh, N. Noroozi Pesyan, Bull. Korean Chem. Soc. 32, 3382–3388 (2011)CrossRefGoogle Scholar
  29. 29.
    M. Jalilzadeh, N. Noroozi Pesyan, F. Rezaee, R. Rastgar, Y. Hosseini, E. Şahin, Mol. Divers. 15, 721–731 (2011)CrossRefGoogle Scholar
  30. 30.
    G.L. Li, Y.R. Jiang, K.L. Huang, P. Ding, I.I. Yao, J. Colloid Interface Sci. A 320, 11–18 (2008)Google Scholar
  31. 31.
    A. Ghorbani Choghamarani, G. Azadi, RSC Adv. 5, 9752–9758 (2015)CrossRefGoogle Scholar
  32. 32.
    P.B.W. McCallum, M.R. Grimmett, A.G. Blackman, R.T. Weavers, Aust. J. Chem. 52, 159–166 (1999)CrossRefGoogle Scholar

Copyright information

© Iranian Chemical Society 2019

Authors and Affiliations

  1. 1.Department of Organic Chemistry, Faculty of ChemistryUrmia UniversityUrmiaIran

Personalised recommendations