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AMINATION

Nitrogen gets radical

The direct formation of C–N bonds onto arenes provides a simple route to synthesize a variety of important products. Now, formation of a highly polarized, aminium radical cation enables direct C–H amination, allowing the coupling of an exceptionally broad range of alkyl amines and arenes.

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References

  1. 1.

    Roughley, S. D. & Jordan, A. M. J. Med. Chem. 54, 3451–3479 (2011).

  2. 2.

    Jiao, J., Murakami, K. & Itami, K. ACS Catal. 6, 610–633 (2016).

  3. 3.

    Park, Y., Kim, Y. & Chang, S. Chem. Rev. 117, 9247–9301 (2017).

  4. 4.

    Ruffoni, A., Juliá, F., Svejstrup, T. D., McMillan, A.J., Douglas, J. J. & Leonori, D. Nat. Chem. http://doi.org/s41557-019-0254-5 (2019).

  5. 5.

    Romero, N. A., Margrey, K. A., Tay, N. E. & Nicewicz, D. A. Science 349, 1326–1330 (2015).

  6. 6.

    Paudyal, M. P. et al. Science 353, 1144–1147 (2016).

  7. 7.

    Minisci, F. & Galli, R. Tetrahedron Lett. 7, 2531–2533 (1966).

  8. 8.

    Svejstrup, T. D., Ruffoni, A., Juliá , F., Aubert, V. M. & Leonori, D. Angew. Chem. 56, 14948–14952 (2017).

  9. 9.

    Boursalian, G. B., Ham, W. S., Mazzotti, A. R. & Ritter, T. Nat. Chem. 8, 810–815 (2016).

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Correspondence to David Nagib.

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Fig. 1: The development of a broadly applicable, photocatalytic method for intermolecular C–H amination of a wide range of arenes with alkyl amines.