Catalytic CH Amination with Unactivated Amines through Copper(II) Amides

Stefan Wiese, Yosra M. Badiei, R.T. Gephart, Susanne Mossin, Matthew S. Varonka, M.M. Melzer, Karsten Meyer, Thomas R. Cundari, Timothy H. Warren

Angewandte Chemie International Edition · 2010 · 172 citations · 40 references

Concepts

Abstract

En route to catalysis: Two equivalents of the three-coordinate copper(II) amide [(Cl2NN)Cu]-NHAd participate in stoichiometric CH amination by a H-atom abstraction/radical capture sequence. This active species may be generated through a copper(II) tert-butoxide intermediate to allow for the unprecedented catalytic amination of sp3-CH bonds with unactivated alkylamines. This method greatly expands the range of amines for catalytic CH amination since most protocols require N-based electron-withdrawing groups. Detailed facts of importance to specialist readers are published as ”Supporting Information”. Such documents are peer-reviewed, but not copy-edited or typeset. They are made available as submitted by the authors. Please note: The publisher is not responsible for the content or functionality of any supporting information supplied by the authors. Any queries (other than missing content) should be directed to the corresponding author for the article.

References

40