Metal‐Catalyzed Dealkoxylative C<sub>aryl</sub>C Cross‐Coupling—Replacement of Aromatic Methoxy Groups of Aryl Ethers by Employing a Functionalized Nucleophile

Matthias Leiendecker, Chien‐Chi Hsiao, Lin Guo, Nurtalya Alandini, Magnus Rueping

Angewandte Chemie International Edition · 2014 · 128 citations · 66 references

Concepts

Abstract

The direct replacement of aromatic methoxy groups with activated carbon nucleophiles would give rise to novel synthetic pathways for targeted and diversity-oriented syntheses. We demonstrate here that this transformation can be achieved in a one-step reaction involving a bifunctional organolithium nucleophile in combination with a CAr OMe bond-cleaving nickel catalyst. The resulting products are stable, α-CH active, and suitable for various further modifications.

References

66