α-Olefination of Nitriles: Base-Promoted Ring-Opening Coupling of Nitriles and Chromone
A new strategy for base-promoted ring-opening coupling reaction between nitriles and chromones for the synthesis of α-olefins was developed. This method demonstrates significant advantages, including high atomic economy, metal-free, air atmosphere, solvent-free, and room-temperature conditions. In this transformation process, the base promotes the progress of the Michael-type addition reaction, thereby initiating a ring-opening reaction between chromone and nitrile molecules. Two distinct types of α-olefination pathways for nitriles have been successfully established using a wide range of nitrile substrates. Most α-alkenylated products demonstrate notable antioxidant activity, revealing their potential applications in antioxidant development and promising prospects for pharmaceutical research.
Authors
- Tao Sheng (ORCID: https://orcid.org/0000-0001-6382-3125)
- Zhi‐Hong Du (ORCID: https://orcid.org/0000-0002-7408-3588)
- Bin Dai (ORCID: https://orcid.org/0000-0001-9254-6606)
- Min Li (ORCID: https://orcid.org/0000-0002-5619-8955)
- Ning Liu (ORCID: https://orcid.org/0000-0001-7299-0400)
- Chun-Bo Bo
- Fei Chen (ORCID: https://orcid.org/0009-0005-4318-6081)
- Tao Wang (ORCID: https://orcid.org/0000-0002-4971-2020)
- Di Wu (ORCID: https://orcid.org/0000-0002-8815-9758)
- Jieying Tang
Institutions
- Shihezi University (CN)
- Shaoyang University (CN)
Publication Details
- Journal
- The Journal of Organic Chemistry
- Published
- 2025-10-21
- DOI
- https://doi.org/10.1021/acs.joc.5c01471
- Primary Topic
- Catalytic C–H Functionalization Methods
- Type
- article
- Field-Weighted Citation Impact
- 0.00