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Updated: Sep 12, 2025

Palladium N-Heterocyclic Carbene Complexes: Synthesis from Benzimidazolium Salts and Catalytic Activity in Carbon-carbon Bond-forming Reactions
Published on: July 30, 2017
Intermolecular Synthesis of Coumarins from Acid Chlorides and Unactivated Alkynes through Palladium Catalysis
Hendrik L Schmitt1, Niels Staeck1, Patrick Müller1
1Laboratorium für Organische Chemie, ETH Zurich, 8093 Zurich, Switzerland.
Abstract:
We describe a modular synthetic pathway to directly obtain coumarins from acid chlorides and alkynes. A Pd catalyst employing 3,5-CF3-Ph-DPEPhos as the ancillary ligand was found to unlock this reactivity, enabling the conversion of a variety of 2-methoxy benzoyl chlorides and alkynes to the corresponding coumarins. Besides acid chlorides, the in situ generation of this reactive species from the corresponding acid was also possible. Finally, control experiments and preliminary kinetic analyses were performed to understand the role of the catalyst.
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