Palladium‐Catalyzed Acyl Suzuki–Miyaura Coupling from Carboxylic Acids In Situ Activated by HATU: An Efficient Way to Ketones Laid by Nitrogen Coordination
A palladium‐catalyzed acyl Suzuki–Miyaura coupling between carboxylic acids and organoboronic acids has been developed, employing hexafluorophosphate azabenzotriazole tetramethyl uronium as an in situ activator. Using Pd 2 (dba) 3 /PCy 3 as the catalyst and K 2 CO 3 as the base, the reaction accommodates a broad range of both aliphatic and aromatic carboxylic acids. Controlled experiments and density functional theory calculations reveal that the pyridine nitrogen plays a critical role in the catalytic cycle.
Authors
- Chaoren Shen (ORCID: https://orcid.org/0000-0002-2849-7990)
- Mengmeng Zhao (ORCID: https://orcid.org/0000-0002-3769-008X)
- Wanfang Li (ORCID: https://orcid.org/0000-0002-2544-1756)
- Junyu Pan (ORCID: https://orcid.org/0000-0001-9483-8856)
- Shuo Zhang (ORCID: https://orcid.org/0000-0001-8523-4903)
- Hui You
- Daming Liu (ORCID: https://orcid.org/0009-0003-6337-9425)
Institutions
- University of Shanghai for Science and Technology (CN)
- Linyi University (CN)
- East China Normal University (CN)
Publication Details
- Journal
- European Journal of Organic Chemistry
- Published
- 2025-09-25
- DOI
- https://doi.org/10.1002/ejoc.202500799
- Primary Topic
- Catalytic Cross-Coupling Reactions
- Type
- article
- Field-Weighted Citation Impact
- 0.00