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Updated: Apr 23, 2026

Facile Preparation of 2Z,4E-Dienamides by the Olefination of Electron-deficient Alkenes with Allyl Acetate
Published on: June 21, 2017
Metal-catalyzed dealkoxylative C(aryl)-C(sp3) cross-coupling-replacement of aromatic methoxy groups of aryl ethers by
Matthias Leiendecker1, Chien-Chi Hsiao, Lin Guo
1Institut für Organische Chemie, RWTH Aachen University, Landoltweg 1, 52074 Aachen (Germany).
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.
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