Photoinduced Deoxygenation Reduction of Sulfoxides with HCl or HBr and Hydrocarbons
The deoxygenative reduction of sulfoxides to thioethers represents one of the most important transformations in organic synthesis, garnering significant attention in both academic research and industrial applications. Herein, we report a photoinduced deoxygenative reduction of sulfoxides using inexpensive hydrocarbon species and HX (X = Cl, Br) as combined reductants, which proceeds under mild conditions without the photocatalysts and metals. Mechanistically, this transformation is enabled by a proton-coupled electron transfer process between the S<sup>IV</sup>═O group and HX. This protocol exhibits a broad substrate scope, excellent functional group tolerance, and operational simplicity.
Authors
- Zemin Wang
- Dayong Shi
- Feng Xu
Institutions
- Qingdao University (CN)
- Shandong University (CN)
- Affiliated Hospital of Qingdao University (CN)
- State Key Laboratory of Microbial Technology
Publication Details
- Journal
- Organic Letters
- Published
- 2025-12-24
- DOI
- https://doi.org/10.1021/acs.orglett.5c05186
- Citations
- 1
- Primary Topic
- Sulfur-Based Synthesis Techniques
- Type
- article
- Field-Weighted Citation Impact
- 0.94