Visible-light-induced difunctionalization of β-CF<sub>2</sub>H-1,3-enynes to access CF<sub>2</sub>H-containing all-carbon quaternary centers
An efficient and regioselective method for the introduction of a highly functionalized CF<sub>2</sub>H-containing quaternary carbon center at the C-2 position of pyridines has been described. This method proceeds <i>via</i> [3 + 2] cycloaddition of β-CF<sub>2</sub>H-1,3-enynes with pyridinium ylides, followed by a light-induced aza-Norrish II rearrangement. The salient features of this present protocol include mild reaction conditions, operational simplicity, and excellent C2 site selectivity. Furthermore, the synthetic utility of this method is demonstrated by the downstream functionalization of the resulting products.
Authors
- Youhong Li (ORCID: https://orcid.org/0000-0001-9514-1049)
- Yun‐Lin Liu (ORCID: https://orcid.org/0000-0001-5902-9885)
- Jian Zheng Lin
- Jiaming Wu (ORCID: https://orcid.org/0000-0001-6533-8780)
- Guo‐Shu Chen
- Bui Van Dong
- Shujie Chen (ORCID: https://orcid.org/0000-0002-4287-8212)
Institutions
- Chinese Academy of Sciences (CN)
- Guangzhou University (CN)
- Shanghai Institute of Organic Chemistry (CN)
Publication Details
- Journal
- Organic & Biomolecular Chemistry
- Published
- 2025-01-01
- DOI
- https://doi.org/10.1039/d5ob00425j
- Primary Topic
- Fluorine in Organic Chemistry
- Type
- article
- Field-Weighted Citation Impact
- 0.00