Sulfonylation of Pyridyl Phosphonium Salts with Sulfinate Salts in Aqueous Media for the Synthesis of 4-Pyridyl Sulfones via C–P Bond Cleavage
A Na<sub>2</sub>S<sub>2</sub>O<sub>8</sub>-initiated sulfonylation of pyridyl phosphonium salts with sulfinate salts in aqueous media has been developed for facile access to 4-pyridyl sulfones. The reactions, which employed pyridyl phosphonium salts as efficient pyridylation agents via C-P bond activation, showed both broad substrate generality and good functional group compatibility. In addition, the scale-up synthesis and the late-stage modification of pharmaceutically active complex molecules (e.g., loratadine, bisacodyl) could also be successfully realized.
Authors
- Xiaocong Zhou (ORCID: https://orcid.org/0000-0003-3756-3483)
- 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)
- Yijie Huang (ORCID: https://orcid.org/0000-0002-8320-9277)
- Bo‐Jie Huo
- Hao Xu (ORCID: https://orcid.org/0000-0002-6069-3246)
- Wenwen Wang (ORCID: https://orcid.org/0000-0003-2658-9434)
Institutions
- Nanjing Tech University (CN)
- Nanjing Forestry University (CN)
- Jiaxing University (CN)
Publication Details
- Journal
- Organic Letters
- Published
- 2024-08-30
- DOI
- https://doi.org/10.1021/acs.orglett.4c02922
- Citations
- 16
- Primary Topic
- Sulfur-Based Synthesis Techniques
- Type
- article
- Field-Weighted Citation Impact
- 4.00
Funders
- Nanjing Tech University