DNA-compatible one-pot synthesis of multi-substituted dihydrofuran <i>via</i> pyridinium ylide-mediated cyclization
Synthesis of chemically diverse heterocyclic scaffolds in DNA-encoded libraries is highly demanded. We herein reported a convenient one-pot multi-component on-DNA synthetic strategy to afford multi-substituted 2,3-dihydrofuran scaffolds <i>via</i> pyridinium ylide-mediated cyclization. This reaction exhibited modest to excellent conversions for a broad range of DNA-conjugated aldehydes, β-ketonitriles and pyridinium salts under mild reaction conditions. Furthermore, the compatibility of this strategy with DEL construction was verified by enzymatic DNA ligation, PCR amplification and mock library synthesis.
Authors
- Xinmou Ning (ORCID: https://orcid.org/0009-0008-2497-7672)
- Xianfu Fang (ORCID: https://orcid.org/0000-0002-0648-9340)
- Yangfeng Li (ORCID: https://orcid.org/0000-0002-4780-6154)
- Gong Zhang (ORCID: https://orcid.org/0000-0002-6992-176X)
- Yizhou Li (ORCID: https://orcid.org/0000-0003-1650-3780)
- Xiaohong Fan (ORCID: https://orcid.org/0000-0001-8460-8678)
Institutions
- Chongqing University (CN)
- Chongqing Three Gorges University (CN)
Publication Details
- Journal
- Organic & Biomolecular Chemistry
- Published
- 2025-01-01
- DOI
- https://doi.org/10.1039/d4ob02089h
- Citations
- 4
- Primary Topic
- Cyclopropane Reaction Mechanisms
- Type
- article
- Field-Weighted Citation Impact
- 3.74
Funders
- National Natural Science Foundation of China
- Fundamental Research Funds for the Central Universities