Accessing 3-Sulfonated Vinylsilanes via Sulfonylation of α-Bromoallylsilane Involving Photoinduced Radical Sulfur Dioxide Insertion
A photocatalytic strategy for synthesizing 3-sulfonated vinylsilanes through photoinduced radical sulfur dioxide insertion into α-bromoallylsilane is presented. Using aryldiazonium or thianthrenium salts as aryl radical precursors, the reaction operates under mild conditions with various photocatalysts and SO<sub>2</sub> sources. It exhibits a broad substrate scope, especially offering a practical approach for late-stage modification of drug molecules by providing valuable sulfone-containing vinylsilanes.
Authors
- Luo Yang (ORCID: https://orcid.org/0000-0002-0061-0816)
- Shuo Gao (ORCID: https://orcid.org/0009-0004-6699-9889)
- Jie Wang (ORCID: https://orcid.org/0000-0003-3070-7982)
- Xiaoqing Li (ORCID: https://orcid.org/0000-0003-4742-2131)
- Xiangsheng Xu (ORCID: https://orcid.org/0000-0002-4475-3720)
Institutions
- Zhejiang University of Technology (CN)
Publication Details
- Journal
- The Journal of Organic Chemistry
- Published
- 2025-08-04
- DOI
- https://doi.org/10.1021/acs.joc.5c01237
- Primary Topic
- Sulfur-Based Synthesis Techniques
- Type
- article
- Field-Weighted Citation Impact
- 0.00