NaIO <sub>4</sub> -promoted phosphorylation of amines with H-phosphine oxides to construct P(O)–N bonds in water
A facile and green protocol for P(O)-N bond formation was discovered through NaIO<sub>4</sub>-initiated phosphorylation of stable and readily available amines with secondary phosphine oxides in water. This protocol shows good functional group tolerance and broad substrate scope without metal or base additives, providing an alternative method for constructing P(O)-N bonds. Mechanistic studies suggested that a phosphoryl radical-involving process from secondary phosphine oxides facilitated the phosphorylation of amines in water.
Authors
- You‐Ping Tian
- Yuxin Peng (ORCID: https://orcid.org/0000-0001-7658-3845)
- Qiang Huang (ORCID: https://orcid.org/0000-0002-5472-4640)
- Huabin Wang (ORCID: https://orcid.org/0000-0001-5938-5409)
- Qiaoli Li (ORCID: https://orcid.org/0000-0002-8495-7103)
- Ying Zhou (ORCID: https://orcid.org/0000-0002-3440-3479)
- Xiongwei Liu (ORCID: https://orcid.org/0000-0002-9005-260X)
- Di Jin
- Zaishan Wei (ORCID: https://orcid.org/0000-0002-3325-3368)
Institutions
- Guiyang College of Traditional Chinese Medicine (CN)
- Guizhou University (CN)
- Zunyi Medical University (CN)
- State Administration of Traditional Chinese Medicine of the People's Republic of China (CN)
Publication Details
- Journal
- Organic & Biomolecular Chemistry
- Published
- 2025-01-01
- DOI
- https://doi.org/10.1039/d5ob01203a
- Primary Topic
- Organophosphorus compounds synthesis
- Type
- article
- Field-Weighted Citation Impact
- 0.00