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Updated: Feb 14, 2026

Facile Preparation of 2Z,4E-Dienamides by the Olefination of Electron-deficient Alkenes with Allyl Acetate
Published on: June 21, 2017
Regiospecific ortho-C-H Allylation of Benzoic Acids
A Stefania Trita1, Agostino Biafora2, Martin Pichette Drapeau1
1Fakultät Chemie und Biochemie, Ruhr Universität Bochum, Universitätsstr. 150, 44801, Bochum, Germany.
Abstract:
A carboxylate-directed ortho-C-H functionalization has been developed and it allows the regiospecific introduction of allyl residues to benzoic acids. In the presence of a [Ru(p-cymene)Cl2 ]2 and K3 PO4 , benzoic acids react with allyl acetates at only 50 °C to give the corresponding ortho-allylbenzoic acids. The protocol is generally applicable to both electron-rich and electron-poor benzoic acids in combination with linear and branched allyl acetates. The products can be further functionalized in situ, for example, by double-bond migration, lactonization, or decarboxylation.
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