Brønsted Acid‐Promoted Tandem Cyclization/Addition of Enaminones with H‐Phosphine Oxides for Synthesis of C2‐Phosphorylated 2,3‐2<i>H</i>‐Chromones
A facile and efficient protocol to synthesize C2‐phosphorylated 2,3‐2 H ‐chromones is discovered via Brønsted acid‐promoted tandem addition/cyclization of enaminones with H‐phosphine oxides. The reaction exhibits a broad scope, good functional group tolerance, and good yields, and features ability of a gram‐scaled synthesis. Results of mechanistic study reveal that the reaction initially undergoes intramolecular cyclization to form chromone 5 , which can subsequently be reacted with 2a to yield C2‐phosphorylated 2,3‐2 H ‐chromones through intermolecular addition.
Authors
- You‐Ping Tian
- Zhen Yao (ORCID: https://orcid.org/0000-0003-0408-6801)
- Lu-Peng Qi
- 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)
- Min Hao
- Bi Tang
Institutions
- Guizhou University (CN)
- Zunyi Medical University (CN)
Publication Details
- Journal
- European Journal of Organic Chemistry
- Published
- 2025-03-24
- DOI
- https://doi.org/10.1002/ejoc.202500312
- Citations
- 2
- Primary Topic
- Synthesis of Organic Compounds
- Type
- article
- Field-Weighted Citation Impact
- 2.79