Visible-Light Photoredox-Catalyzed Radical-Polar Crossover 1,4-Hydrofluoromethylation of 1,3-Enynes
We report herein a visible-light photoredox-catalyzed 1,4-hydrofluoromethylation of terminal-alkene-derived 1,3-enynes with sodium fluoromethylsulfinate, providing an effective protocol to access a diversity of di- and trisubstituted allenes under mild conditions. The synthetic utility of the present protocol was demonstrated by a large-scale reaction as well as the synthetic derivatization of the allene product.
Authors
- Shaoqun Zhu (ORCID: https://orcid.org/0000-0003-2639-4098)
- Qiu Sun (ORCID: https://orcid.org/0000-0003-3345-3391)
- Hong Hou (ORCID: https://orcid.org/0000-0002-9103-9888)
- Huaguang Yu (ORCID: https://orcid.org/0000-0002-5744-947X)
- Ying Han (ORCID: https://orcid.org/0000-0002-2424-5163)
- Xiaohong Chen (ORCID: https://orcid.org/0000-0002-9797-8384)
- Yuejie Sun
- Yingjie Pan (ORCID: https://orcid.org/0009-0009-4370-6648)
Institutions
- Jianghan University (CN)
- Jiangsu University of Science and Technology (CN)
- Yangzhou University (CN)
Publication Details
- Journal
- Organic Letters
- Published
- 2024-11-20
- DOI
- https://doi.org/10.1021/acs.orglett.4c04089
- Citations
- 9
- Primary Topic
- Fluorine in Organic Chemistry
- Type
- article
- Field-Weighted Citation Impact
- 1.87
Funders
- National Natural Science Foundation of China
- Jiangsu Provincial Department of Education