Skip to main content

Thank you for visiting You are using a browser version with limited support for CSS. To obtain the best experience, we recommend you use a more up to date browser (or turn off compatibility mode in Internet Explorer). In the meantime, to ensure continued support, we are displaying the site without styles and JavaScript.

  • News & Views
  • Published:

Synthetic methodology

Cyclopropenium functionalization

Although functionalized cyclopropenes have found uses in many applications, their synthesis has been severely limited. Now, a hypervalent iodine reagent, in conjunction with gold catalysis, has been utilized to control their reactivity, allowing efficient formation of cyclopropenyl alkynes/alkenes.

This is a preview of subscription content, access via your institution

Access options

Buy this article

Prices may be subject to local taxes which are calculated during checkout

Fig. 1: Production of alkynyl/alkenyl cyclopropenes using hypervalent iodine reagents CpBX and gold catalysis.


  1. Wang, Z., Herraiz, A. G., del Hoyo, A. M. & Suero, M. G. Nature 554, 86–91 (2018).

    Article  CAS  PubMed  Google Scholar 

  2. Kelleghan, A. V., Bulger, A. S., Witkowski, D. C. & Garg, N. K. Nature 618, 748–754 (2023).

    Article  CAS  PubMed  PubMed Central  Google Scholar 

  3. Li, P., Zhang, X. & Shi, M. Chem. Commun. 56, 5457–5471 (2020).

    Article  CAS  Google Scholar 

  4. Wilson, R. M. & Lambert, T. H. Acc. Chem. Res. 55, 3057–3069 (2022).

    Article  CAS  PubMed  Google Scholar 

  5. Baird, M. S. & Nethercott, W. Tetrahedron Lett. 24, 605–608 (1983).

    Article  CAS  Google Scholar 

  6. Zhang, Z.-Q. et al. Angew. Chem. Int. Ed. 58, 18191–18196 (2019).

    Article  CAS  Google Scholar 

  7. Li, X., Wodrich, M. D. & Waser, J. Nat. Chem. (2024).

    Article  PubMed  PubMed Central  Google Scholar 

  8. Stridfeldt, E. et al. Chem. Eur. J. 22, 16066–16070 (2016).

    Article  CAS  PubMed  Google Scholar 

  9. Ding, W., Chai, J., Wang, C., Wu, J. & Yoshikai, N. J. Am. Chem. Soc. 142, 8619–8624 (2020).

    Article  CAS  PubMed  Google Scholar 

  10. Mulks, F. F., Antoni, P. W., Rominger, F. & Hashmi, A. S. K. Adv. Synth. Catal. 360, 1810–1821 (2018).

    Article  CAS  Google Scholar 

Download references

Author information

Authors and Affiliations


Corresponding author

Correspondence to Berit Olofsson.

Ethics declarations

Competing interests

The authors declare no competing interests.

Rights and permissions

Reprints and permissions

About this article

Check for updates. Verify currency and authenticity via CrossMark

Cite this article

Doobary, S., Olofsson, B. Cyclopropenium functionalization. Nat. Chem. 16, 847–848 (2024).

Download citation

  • Published:

  • Issue Date:

  • DOI:


Quick links

Nature Briefing

Sign up for the Nature Briefing newsletter — what matters in science, free to your inbox daily.

Get the most important science stories of the day, free in your inbox. Sign up for Nature Briefing