Pd-catalyzed decarboxylative coupling of zinc polyfluorobenzoate with aryl imidazolylsulfonate for polyfluorinated biaryl synthesis
We report here an efficient decarboxylative cross-coupling of zinc polyfluorobenzoates with aryl imidazolylsulfonates under palladium catalysis, which proceeded effectively <i>via</i> C-O bond cleavage to afford the corresponding valuable polyfluorinated biaryls in moderate to good yields, exhibiting both reasonable substrate scope and broad functional group tolerance. In addition, late-stage functionalization of bioactive molecules and an amino acid-derived compound and scaled-up synthesis could be accomplished as well. Further exploration revealed that zinc polyfluorobenzoates are more vibrant than their potassium, sodium, and magnesium counterparts as a polyfluoroarylating reagent.
Authors
- Weidong Rao (ORCID: https://orcid.org/0000-0002-6088-7278)
- Xue‐Qiang Chu (ORCID: https://orcid.org/0000-0002-9173-1508)
- Zhi‐Liang Shen (ORCID: https://orcid.org/0000-0002-3365-9288)
- Hao Xu (ORCID: https://orcid.org/0000-0002-6069-3246)
- Chao Gui
- Hui Tian (ORCID: https://orcid.org/0000-0002-9683-8830)
- Chengping Miao
- Zhou Yun (ORCID: https://orcid.org/0000-0003-1418-4958)
Institutions
- Nanjing Tech University (CN)
- Nanjing Forestry University (CN)
- Jiaxing University (CN)
Publication Details
- Journal
- Organic & Biomolecular Chemistry
- Published
- 2025-01-01
- DOI
- https://doi.org/10.1039/d5ob00528k
- Citations
- 3
- Primary Topic
- Catalytic Cross-Coupling Reactions
- Type
- article
- Field-Weighted Citation Impact
- 2.81