Photogeneration of β-Borylsilyl Radical via Decarboxylation of <i>N</i>-Hydroxyphthalimide Esters
<i>Gem</i>-borylsilylalkanes are versatile intermediates in organic synthesis, and the traditional synthesis methods have mainly focused on metal reagents, the insertion reactions of diazo compounds, and hydrosilylation/hydroborylation reactions of unsaturated bonds. Herein, a novel, efficient <i>gem</i>-borylsilylalkanes synthesis via a radical approach is reported. This method introduced a β-<i>gem</i>-borylsilyl NHPI ester as the precursor of the β-borylsilyl radical that, coupling with radical acceptors under photo conditions, and the corresponding <i>gem</i>-borylsilylalkanes bearing unsaturated bonds, facilitate subsequent transformations.
Authors
- Guotao Lin
- Jian Xu (ORCID: https://orcid.org/0000-0001-7033-8574)
- Qingqing Xuan
- Qiuling Song (ORCID: https://orcid.org/0000-0002-9836-8860)
- Yu Guo (ORCID: https://orcid.org/0000-0003-4796-8185)
- Mengjie Zhang (ORCID: https://orcid.org/0009-0009-1501-1742)
Institutions
- Huaqiao University (CN)
- Henan Normal University (CN)
- Fuzhou University (CN)
Publication Details
- Journal
- Organic Letters
- Published
- 2024-10-16
- DOI
- https://doi.org/10.1021/acs.orglett.4c03393
- Citations
- 3
- Primary Topic
- Radical Photochemical Reactions
- Type
- article
- Field-Weighted Citation Impact
- 0.75
Funders
- Henan Normal University
- National Natural Science Foundation of China
- Natural Science Foundation of Fujian Province