AEROBIC OXIDATIVE COUPLING REACTIONS FOR THE FUNCTIONALIZATION OF C-H BONDS

Oxidative coupling reactions enable the formation of a new bonds from two C-H bonds or a C-H and a heteroatom-H bond.^[1]Such reactions are highly interesting in the context of green and sustainable chemistry: they enable a catalytic formation of complex molecules from simple starting materials. Additionally, if elemental oxygen or hydrogen peroxide is used as terminal oxidant, water can be the only by product.

Here, we present results regarding the oxidative coupling of C-H bonds with various nucleophiles using elemental oxygen.^[2]The catalytic methods include transition metal catalysis as well as organocatalysis. The product scope of these reactions will be discussed, including examples of synthetic applications. Finally, results from detailed mechanistic studies will be presented and discussed.

References

[1] M. Klussmann, D. Sureshkumar, Synthesis 2011, 353.
[2] See for example: a) Á. Pintér, A. Sud, D. Sureshkumar, M. Klussmann, Angew. Chem. Int. Ed. 2010, 49, 5004; b) E. Boess, D. Sureshkumar, A. Sud, C. Wirtz, C. Farès, M. Klussmann, J. Am.Chem. Soc. 2011, 133, 8106; c) E. Boess, C. Schmitz, M. Klussmann, J. Am. Chem. Soc. 2012,134, 5317-5325.