Visible Light-Induced Synthesis of Sulfenamides via Oxidative Coupling of Amines with Thiols
Herein, we report a visible light-induced synthesis of sulfenamides via the oxidative coupling of amines with thiols using O<sub>2</sub> as an oxidant. The photoreaction was conducted under simple and mild conditions, without any photocatalysts, metals, or additives. Detailed mechanistic studies revealed that a sulfur radical is generated through a single-electron transfer from an in situ-generated sulfur anion to O<sub>2</sub> under visible light irradiation. This radical intermediate couples to form disulfide, which subsequently undergoes aminolysis to produce sulfenamides.
Authors
- Cong‐Ying Zhou (ORCID: https://orcid.org/0000-0002-2235-6070)
- Yifan Li (ORCID: https://orcid.org/0000-0002-3249-1778)
- Zhen Guo (ORCID: https://orcid.org/0000-0001-9528-1383)
- Wenjing Yang (ORCID: https://orcid.org/0000-0001-6248-1274)
- Shuicai Chen
Institutions
- Interface (United States) (US)
- Division of Materials Science and Engineering (AU)
- Taiyuan University of Technology (CN)
Publication Details
- Journal
- Organic Letters
- Published
- 2025-04-04
- DOI
- https://doi.org/10.1021/acs.orglett.5c00778
- Citations
- 2
- Primary Topic
- Sulfur-Based Synthesis Techniques
- Type
- article
- Field-Weighted Citation Impact
- 1.87
Funders
- National Natural Science Foundation of China
- Natural Science Foundation of Shanxi Province
- National Key Research and Development Program of China
- Basic and Applied Basic Research Foundation of Guangdong Province