Skip to main content
SpringerLink
Log in

A Simple and Effective Method for Catalytic Oxidation of Alcohols Using the Oxone/Bu4NHSO4 Oxidation System

  • Published:
Russian Journal of Organic Chemistry Aims and scope Submit manuscript

Abstract

A simple and efficient procedure is reported for the oxidation of alcohols to carbonyl compounds with Oxone (potassium peroxymonosulfate) in the presence of tetrabutylammonium hydrogen sulfate as catalyst with excellent conversion and high selectivity using chloroform as solvent at room temperature. The efficiency of several phase-transfer catalysts in the oxidation of benzyl alcohols and benzydrol was studied. The proposed catalytic system was also evaluated in the oxidation of alcohols in water at room temperature.

This is a preview of subscription content, log in via an institution to check access.

Access this article

Log in via an institution

Price excludes VAT (USA)
Tax calculation will be finalised during checkout.

Instant access to the full article PDF.

Institutional subscriptions

Scheme

Similar content being viewed by others

REFERENCES

  1. Hussain, H., Green, I.R., and Ahmed, I., Chem. Rev., 2013, vol. 113, no. 5, p. 3329. https://doi.org/10.1021/cr3004373

    Article  CAS  PubMed  Google Scholar 

  2. Yang, D., Acc. Chem. Res., 2004, vol. 37, no. 8, p. 497. https://doi.org/10.1021/ar030065h

    Article  CAS  PubMed  Google Scholar 

  3. Ray, R., Jana, R.D., Bhadra, M., Maiti, D., and Lahiri, G.K.,Chem. Eur. J., 2014, vol. 20, p. 15618. https://doi.org/10.1002/chem.201403786

    Article  CAS  PubMed  Google Scholar 

  4. Qiao, L., Cao, X.T., Chai, K.J., Shen, J.B., Xu, J., and Zhang, P.F., Tetrahedron Lett., 2018, vol. 59, no. 23, p. 2243. https://doi.org/10.1016/j.tetlet.2018.04.036

    Article  CAS  Google Scholar 

  5. Natarajan, P., Tetrahedron Lett., 2015, vol. 56, no. 27, p. 4131. https://doi.org/10.1016/j.tetlet.2015.05.050

    Article  CAS  Google Scholar 

  6. Moler, G.A. and Cavalcanti, L.N., J. Org. Chem., 2011, vol. 76, no. 2, p. 623. https://doi.org/10.1021/jo102208d

    Article  CAS  Google Scholar 

  7. Uyanik, M., Akakura, M., and Ishihara, K., J. Am. Chem. Soc., 2009, vol. 131, no. 1, p. 251. https://doi.org/10.1021/ja807110n

    Article  CAS  PubMed  Google Scholar 

  8. Mirza-Aghayan, M., Tavana, M.M., and Boukherroub, R., Tetrahedron Lett., 2014, vol. 55, no. 2, p. 342. https://doi.org/10.1016/j.tetlet.2013.11.019

    Article  CAS  Google Scholar 

  9. More, A.A. and Ramana, C.V., Org. Lett., 2016, vol. 18, no. 3, p. 612. https://doi.org/10.1021/acs.orglett.5b03707

    Article  CAS  PubMed  Google Scholar 

  10. Fernez, J., Maruthamuthu, P., Renken, A., and Kiwi, J., Appl. Catal., B, 2004, vol. 49, no. 3, p. 207. https://doi.org/10.1016/j.apcatb.2003.12.018

    Article  CAS  Google Scholar 

  11. Marko, I.E., Giles, P.R., Tsukazaki, M., Brown, S.M., and Urch, C.J., Science, 1996, vol. 274, no. 5359, p. 2044. https://doi.org/10.1126/science.274.5295.2044

    Article  CAS  PubMed  Google Scholar 

  12. Sangtrirutnugul, P., Chaiprasert, T., Hunsiri, W., Jitjaroendee, T., Songkhum, P., Laohhasurayotin, K., Osotchan, T., and Ervithayasuporn, V.,ACS Appl. Mater. Interfaces, 2017, vol. 9, no. 14, p. 12812. https://doi.org/10.1021/acsami.7b03910

    Article  CAS  PubMed  Google Scholar 

  13. Parida, K.N., Jhulki, S., Mal, S., and Moorthy, J.N., Tetrahedron, 2012, vol. 68, no. 47, p. 9763. https://doi.org/10.1016/j.tet.2012.09.028

    Article  CAS  Google Scholar 

Download references

Funding

This work was supported by the Nature Science Foundation of China (project nos. 21563026, 21764012) and by the Scientific Research Ability Promotion Program of Young Teachers of Northwest Normal University (project no. NWNU-LKQN-18-18).

Author information

Authors and Affiliations

  1. Key Laboratory of Eco-functional Polymer Materials of the Ministry of Education, Northwest Normal University, 730070, Lanzhou, China

    Y. X. Yang, X. Q. An, M. Kang, W. Zeng, Z. W. Yang & H. C. Ma

  2. Key Laboratory of Eco-environmental Polymer Materials of Gansu Province & College of Chemistry and Chemical Engineering, Northwest Normal University, 730070, Lanzhou, China

    Y. X. Yang, X. Q. An, M. Kang, W. Zeng, Z. W. Yang & H. C. Ma

Authors
  1. Y. X. Yang
    View author publications

    You can also search for this author in PubMed Google Scholar

  2. X. Q. An
    View author publications

    You can also search for this author in PubMed Google Scholar

  3. M. Kang
    View author publications

    You can also search for this author in PubMed Google Scholar

  4. W. Zeng
    View author publications

    You can also search for this author in PubMed Google Scholar

  5. Z. W. Yang
    View author publications

    You can also search for this author in PubMed Google Scholar

  6. H. C. Ma
    View author publications

    You can also search for this author in PubMed Google Scholar

Corresponding author

Correspondence to Y. X. Yang.

Ethics declarations

The authors declare no conflict of interest.

Rights and permissions

Reprints and permissions

About this article

Check for updates. Verify currency and authenticity via CrossMark

Cite this article

Yang, Y.X., An, X.Q., Kang, M. et al. A Simple and Effective Method for Catalytic Oxidation of Alcohols Using the Oxone/Bu4NHSO4 Oxidation System. Russ J Org Chem 56, 521–523 (2020). https://doi.org/10.1134/S1070428020030240

Download citation

  • Received:

  • Revised:

  • Accepted:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1134/S1070428020030240

Keywords:

Search

Navigation