Magnesium-Mediated Cross-Electrophile Couplings of Aryl 2-Pyridyl Esters with Aryl Bromides for Ketone Synthesis through In Situ-Formed Arylmagnesium Intermediates
Aryl 2-pyridyl esters could efficiently undergo cross-electrophile couplings with aryl bromides with the aid of magnesium as a reducing metal in the absence of a transition-metal catalyst, leading to the unsymmetrical diaryl ketones in modest to good yields with wide functionality compatibility. In addition, the reaction could be easily scaled up and applied in the late-stage modification of biologically active molecules. Preliminary mechanistic study showed that the coupling reaction presumably proceeds through the in situ formation of arylmagnesium reagents as key intermediates.
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)
- Xiaowei Han (ORCID: https://orcid.org/0000-0002-1333-4312)
- Xu‐Hong Hu (ORCID: https://orcid.org/0000-0001-6584-2901)
- Yuan He (ORCID: https://orcid.org/0000-0001-6600-8433)
- Chao Gui
- Xuefei Zhao (ORCID: https://orcid.org/0000-0003-2314-1431)
- Xiaocong Zhou
Institutions
- Nanjing Tech University (CN)
- Nanjing Forestry University (CN)
- Jiaxing University (CN)
Publication Details
- Journal
- The Journal of Organic Chemistry
- Published
- 2024-09-09
- DOI
- https://doi.org/10.1021/acs.joc.4c01851
- Citations
- 16
- Primary Topic
- Catalytic Cross-Coupling Reactions
- Type
- article
- Field-Weighted Citation Impact
- 4.00
Funders
- Nanjing Tech University