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Updated: Dec 8, 2025

Facile Preparation of 2Z,4E-Dienamides by the Olefination of Electron-deficient Alkenes with Allyl Acetate
Published on: June 21, 2017
A General and Highly Selective Palladium-Catalyzed Hydroamidation of 1,3-Diynes
Jiawang Liu1, Carolin Schneider1, Ji Yang1
1Leibniz-Institut für Katalyse e.V., Albert-Einstein-Str. 29a, Rostock, 18059, Germany.
Abstract:
A chemo-, regio-, and stereoselective mono-hydroamidation of (un)symmetrical 1,3-diynes is described. Key for the success of this novel transformation is the utilization of an advanced palladium catalyst system with the specific ligand Neolephos. The synthetic value of this general approach to synthetically useful α-alkynyl-α, β-unsaturated amides is showcased by diversification of several structurally complex molecules and marketed drugs. Control experiments and density-functional theory (M06L-SMD) computations also suggest the crucial role of the substrate in controlling the regioselectivity of unsymmetrical 1,3-diynes.
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