Brønsted Base-Catalyzed Phosphorylation of Alkynes via Vinylidene <i>p</i>-Quinone Methides
Vinylphosphonates serve as crucial components in synthetic chemistry, medicinal chemistry, and materials science. However, traditional synthetic methods for these compounds typically require the use of noble metal catalysts and hazardous reagents. Herein, we report a metal-free strategy for the divergent synthesis of vinylphosphonates through the P nucleophilic addition of vinylidene <i>p</i>-quinone methides (<i>p</i>-VQMs). This method provides a variety of 1,2-diaryl vinylphosphates in good yields (up to 85% yield), which represents a unique example of <i>p</i>-VQMs for C-P bond formation. The protocol features mild reaction conditions, a green solvent, broad functional group compatibility, and environmental friendliness.
Authors
- Jun Jiang (ORCID: https://orcid.org/0009-0003-6908-9365)
- Cui‐Wu Lin (ORCID: https://orcid.org/0000-0002-3454-3519)
- Xiu Gu (ORCID: https://orcid.org/0000-0001-6829-4509)
- Meng Gong (ORCID: https://orcid.org/0000-0002-1203-5820)
- Nan Huang
Institutions
- Guangxi University (CN)
Publication Details
- Journal
- Organic Letters
- Published
- 2025-09-09
- DOI
- https://doi.org/10.1021/acs.orglett.5c03542
- Citations
- 1
- Primary Topic
- Synthesis of Indole Derivatives
- Type
- article
- Field-Weighted Citation Impact
- 0.94