Visible-light-promoted hydroxysulfenylation of alkenes for the synthesis of β-hydroxysulfides
Herein, we report a regioselective, visible-light-activated and base-catalyzed difunctionalized strategy for the preparation of β-hydroxysulfides from alkenes, thiols, and molecular oxygen (O<sub>2</sub>). This one-pot, metal- and photocatalyst-free transformation offers an efficient and straightforward approach to access β-hydroxysulfides under environmentally-friendly conditions. This reaction features a broad substrate scope, excellent functional group tolerance, and good to excellent isolated yields (up to 94%), and uses molecular oxygen as a green oxidant, making it valuable for applications in synthetic organic chemistry. Detailed spectroscopic studies (such as UV-Vis, NMR, EPR, and HRMS analyses), along with several control experiments, provide a deeper mechanistic understanding of the transformation, thereby enhancing the significance of this work.
Authors
- Chin‐Fa Lee (ORCID: https://orcid.org/0000-0003-0735-5691)
- Rekha Bai (ORCID: https://orcid.org/0000-0001-9080-0754)
- Yang Jian
- Shih-Jie Chen
- Indrajit Karmakar (ORCID: https://orcid.org/0000-0002-2713-8080)
Institutions
- National Chung Hsing University (TW)
Publication Details
- Journal
- Organic & Biomolecular Chemistry
- Published
- 2025-01-01
- DOI
- https://doi.org/10.1039/d5ob01424g
- Primary Topic
- Sulfur-Based Synthesis Techniques
- Type
- article
- Field-Weighted Citation Impact
- 0.00