Natural products often serve as sources of new drugs, either directly or after synthetic modification, but site-selective functionalization of complex small molecules is challenging. Now, a method has been developed that enables selective modification of a wide range of natural products by engaging a benzyne intermediate in a variety of reaction modes.
This is a preview of subscription content, log in via an institution to check access.
References
Newman, D. J. & Cragg, G. M. J. Nat. Prod. 79, 629–661 (2016).
Guénard, D., Guéritte-Voegelein, F. & Potier, P. Acc. Chem. Res. 26, 160–167 (1993).
Hunt, J. T. Mol. Cancer Ther. 8, 275–281 (2009).
Wright, P. M., Seiple, I. B. & Myers, A. G. Angew. Chem. Int. Ed. 53, 8840–8869 (2014).
Robles, O. & Romo, D. Nat. Prod. Rep. 31, 318–334 (2014).
Hartwig, J. F. J. Am. Chem. Soc. 138, 2–24 (2016).
Chen, M. S. & White, M. C. Science 318, 783–787 (2007).
Li, J. et al. Nat. Chem. 5, 510–517 (2013).
He, J., Hamann, L. G., Davies, H. M. L. & Beckwith, R. E. J. Nat. Commun. 6, 5943 (2015).
Liu, W. & Groves, J. T. Acc. Chem. Res. 48, 1727–1735 (2015).
Quinn, R. K. et al. J. Am. Chem. Soc. 138, 696–702 (2016).
Karimov, R. R., Sharma, A. & Hartwig, J. F. ACS Cent. Sci. 2, 715–724 (2016).
Ross, S. P. & Hoye, T. R. Nat. Chem. 9, 523–530 (2017).
Hoye, T. R., Baire, B., Niu, D., Willoughby, P. H. & Woods, B. P. Nature 490, 208–212 (2012).
Wang, T., Niu, D. & Hoye, T. R. J. Am. Chem. Soc. 138, 7832–7835 (2016).
Mayr, H. & Ofial, A. R. Angew. Chem. Int. Ed. 45, 1844–1854 (2006).
Author information
Authors and Affiliations
Corresponding author
Rights and permissions
About this article
Cite this article
Tasker, S., Hergenrother, P. Taming reactive benzynes. Nature Chem 9, 504–506 (2017). https://doi.org/10.1038/nchem.2786
Published:
Issue Date:
DOI: https://doi.org/10.1038/nchem.2786
- Springer Nature Limited