Related Experiment Video
Updated: Jun 28, 2026

Synthesis of a Borylated Ibuprofen Derivative Through Suzuki Cross-Coupling and Alkene Boracarboxylation Reactions
Published on: November 30, 2022
Decarboxylative biaryl synthesis from aromatic carboxylates and aryl triflates
Lukas J Goossen1, Nuria Rodríguez, Christophe Linder
1FB Chemie-Organische Chemie, TU Kaiserslautern, Erwin-Schroedinger-Strasse, Geb. 54, 67663 Kaiserslautern, Germany. goossen@chemie.uni-kl.de
Abstract:
A new catalyst system, generated in situ from Cu2O, 1,10-phenanthroline, PdI2, and Tol-BINAP, for the first time allows the decarboxylative coupling of carboxylic acids with aryl triflates. In contrast to previous decarboxylative couplings that remained limited to certain activated carboxylates, e.g., ortho-substituted benzoates, this halide-free protocol is generally applicable to aromatic carboxylic acid salts regardless of their substitution pattern.
Related Concept Videos
Nucleophilic Aromatic Substitution: Elimination–Addition
Alkylation of β-Diester Enolates: Malonic Ester Synthesis
Nucleophilic Acyl Substitution of Carboxylic Acid Derivatives
Electrophilic Aromatic Substitution: Friedel–Crafts Acylation of Benzene
Preparation of Carboxylic Acids: Carboxylation of Grignard Reagents
Preparation of Aldehydes and Ketones from Carboxylic Acid Derivatives
Carboxylic acid derivatives like acid chlorides and esters are more easily reducible than the corresponding acids. The derivatives reduce in the presence of mild reducing agents to give aldehydes. Aldehydes can also be prepared by Rosenmund reduction, that is, the reduction of acid...

