Room-Temperature Copper Cross-Coupling Reactions of Anilines with Aryl Bromides
We present a novel copper-catalyzed method for aniline cross-couplings promoted by a 6-hydroxy picolinhydrazide ligand. The method achieves room-temperature reactivity with aryl bromides, enabled by a methanol/ethanol solvent mixture and a mild, functional group-compatible base, with catalyst loadings as low as 0.5 mol %. The use of industrially preferred solvents and base, as well as the high catalytic activity, offers a significant advancement in the practicality and scalability of industrial processes. Furthermore, the approach extends to the cross-coupling of aryl chlorides under elevated temperatures and demonstrates compatibility with additional nucleophile classes.
Authors
- Maximilian Lübbesmeyer
- Julius Hillenbrand (ORCID: https://orcid.org/0000-0002-2646-1302)
- Sherif J. Kaldas (ORCID: https://orcid.org/0000-0003-2497-1963)
- Noah Richter (ORCID: https://orcid.org/0009-0004-8942-851X)
- Burkhard Koenig (ORCID: https://orcid.org/0000-0002-6131-4850)
- Giulio Volpin (ORCID: https://orcid.org/0000-0002-4348-9075)
- Nicolas Guimond (ORCID: https://orcid.org/0000-0001-5258-2557)
- Teresa Faber
- Jonas Düker (ORCID: https://orcid.org/0000-0001-8503-811X)
- Niklas Hölter (ORCID: https://orcid.org/0009-0006-1433-9277)
- Jan Obořil
- Paul Feuerer
- Alexander Gröer
- Niklas Kehl
- Julian Strippel (ORCID: https://orcid.org/0000-0003-2376-1032)
- Nele Petersen (ORCID: https://orcid.org/0009-0000-8697-1833)
Institutions
- Bayer (France) (FR)
- University of Regensburg (DE)
- Bayer (Germany) (DE)
Publication Details
- Journal
- Organic Letters
- Published
- 2025-05-28
- DOI
- https://doi.org/10.1021/acs.orglett.5c00699
- Citations
- 5
- Primary Topic
- Catalytic Cross-Coupling Reactions
- Type
- article
- Field-Weighted Citation Impact
- 4.68
Funders
- Bayer
- Elitenetzwerk Bayern