Russian Chemical Bulletin

, Volume 68, Issue 1, pp 68–73 | Cite as

Photocatalytic tandem reaction of primary alcohols with arylamines in the synthesis of amides and alkylquinolines in the presence of a heterogeneous Fe(CrO2)2–TiO2/X system under aerobic conditions

  • A. R. MakhmutovEmail author
Full Articles


A heterogeneous system Fe(CrO2)2–TiO2/X (where X is promoter NiO, CuO, ZnO, Cr2O3, Fe2O3, PrOCl, TbOCl, LaOCl, or EuOCl) was prepared. The photocatalytic activity of the system was tested in the tandem reaction of primary alcohols (BnOH, EtOH) with arylamines aimed at synthesizing benzamides and substituted 2-methylquinolines under aerobic conditions at room temperature.

Key words

benzamides alkylquinolines benzyl alcohol ethanol arylamines photo catalysis iron chromite titanium dioxide 


Unable to display preview. Download preview PDF.

Unable to display preview. Download preview PDF.


  1. 1.
    S. Rostamnia, E. Doustkhah, RSC Adv., 2014, 4, 28238.CrossRefGoogle Scholar
  2. 2.
    K. Hii, K. Hellgardt, Organometal. Flow Chem. Topics in Organometal. Chem., 2015, 57, 249.CrossRefGoogle Scholar
  3. 3.
    B. Karimi, A. Zamani, Org. Biomol. Chem., 2012, 10, 4531.CrossRefGoogle Scholar
  4. 4.
    A. R. Makhmutov, A. G. Mustafin, S. M. Usmanov, Chem. Heterocycl. Compd., 2018, 54, 369.CrossRefGoogle Scholar
  5. 5.
    S. Rostamnia, E. Doustkhah, H. Golchin-Hosseini, B. Zeynizadeh, H. Xin, R. Luque, Catal. Sci. Technol., 2016, 6, 4124.CrossRefGoogle Scholar
  6. 6.
    A. R. Makhmutov, A. G. Mustafin, S. M. Usmanov, Int. J. Environmental Sci. Educ., 2016, 11, 11831.Google Scholar
  7. 7.
    S. L. Zultanski, J. Zhao, S. S. Stahl, J. Am. Chem. Soc., 2016, 138, 6416.CrossRefGoogle Scholar
  8. 8.
    S. Rostamnia, E. Doustkhah, Synlett, 2015, 26, 1345.CrossRefGoogle Scholar
  9. 9.
    A. R. Makhmutov, J. Siber. Federal University. Chem., 2017, 10, 154.CrossRefGoogle Scholar
  10. 10.
    J.-F. Soulé, H. Miyamura, S. Kobayashi, J. Am. Chem. Soc., 2011, 133, 18550.CrossRefGoogle Scholar
  11. 11.
    J.-F. Soulé, H. Miyamura, S. Kobayashi, Asian J. Org. Chem., 2012, 1, 286.CrossRefGoogle Scholar
  12. 12.
    J.-F. Soulé, H. Miyamura, S. Kobayashi, Chem. Asian J., 2013, 8, 2614.CrossRefGoogle Scholar
  13. 13.
    H. Miyamura, H. Min, J. F. Soule, S. Kobayashi, Angew. Chem., Int. Ed., 2015, 54, 7564.CrossRefGoogle Scholar
  14. 14.
    C. Gunanathan, Y. Ben-David, D. Milstein, Science, 2007, 317, 790.CrossRefGoogle Scholar
  15. 15.
    A. R. Makhmutov, Russ. J. Org. Chem., 2018, 54, 659.CrossRefGoogle Scholar
  16. 16.
    C. Gunanathan, D. Milstein, Science, 2013, 341, 249.CrossRefGoogle Scholar
  17. 17.
    M. M. Gibert, in Photocatalytic Oxidation of Ethanol Using Macroporous Titania, Louisiana State University, Baton Rouge, 2008, p. 135.Google Scholar
  18. 18.
    A. R. Makhmutov, S. M. Usmanov, Bashkir. Khim. Zh. [Bashkir Chem. J.], 2018, 1, 18 (in Russian).Google Scholar
  19. 19.
    N. Yoshida, A. A. Tsaturyan, T. Akitsu, Y. Tsunoda, I. N. Shcherbakov, Russ. Chem. Bull., 2017, 66, 2057.CrossRefGoogle Scholar
  20. 20.
    Y.-S. Jung, K.-H. Kim, T.-Y. Jang, Y. Tak, S.-H. Baeck, Curr. Appl. Phys., 2011, 11, 358.CrossRefGoogle Scholar
  21. 21.
    W. Y. Choi, A. Termin, M. R. Hoffmann, J. Phys. Chem, 1994, 51, 13669.CrossRefGoogle Scholar
  22. 22.
    M. I. Litter, Appl. Catal., B: Environmental, 1999, 23, 89.CrossRefGoogle Scholar
  23. 23.
    A.-W. Xu, Y. Gao, H.-Q. Liu, J. Catal., 2002, 207, 151.CrossRefGoogle Scholar
  24. 24.
    A. R. Makhmutov, S. M. Usmanov, Bashkir. Khim. Zh. [Bashkir Chem. J.], 2018, 2, 70 (in Russian).CrossRefGoogle Scholar
  25. 25.
    H. Zhang, W. Zhang, M. Zhao, P. Yang, Z. Zhu, Chem. Commun., 2017, 53, 1518.CrossRefGoogle Scholar
  26. 26.
    A. Weissberger, E. S. Proskauer, J. A. Riddick, E. E. Toops, Technics of Organic Chemistry, Vol. 7. Organic Solvents: Physical Properties and Methods of Purification, Wiley, New York, 1955.Google Scholar
  27. 27.
    Yu. V. Karyakin, I. I. Angelov, in Chistye khimicheskie veshchestva [Pure Chemical Substances], Khimiya, Moscow, 1974, p. 285 (in Russian).Google Scholar
  28. 28.
    A. R. Makhmutov, Russ. J. Gen. Chem., 2018, 88, 892.CrossRefGoogle Scholar

Copyright information

© Springer Science+Business Media, Inc. 2019

Authors and Affiliations

  1. 1.Bashkir State UniversityUfaRussian Federation

Personalised recommendations