Synthesis of Cyclic Sulfides through Tandem Nucleophilic Substitution and Photoredox-Mediated Intramolecular Thiosulfonylation
This study presents an efficient method for synthesizing cyclic sulfides through a tandem nucleophilic substitution and a photoredox-mediated intramolecular thiosulfonylation approach. Utilizing readily available bromoalkane-tethered alkynes and potassium thiosulfonate salts, the protocol enables the construction of five-, six-, and seven-membered sulfur-containing heterocycles under mild conditions. This one-pot strategy offers a broad substrate scope, good functional group tolerance, and high yields, avoiding harsh reagents or multistep procedures. Mechanistic studies support a radical-based cyclization mechanism.
Authors
- Wenchao Yang (ORCID: https://orcid.org/0000-0001-7729-7365)
- Shanyue Li
- Min-Jing Cheng (ORCID: https://orcid.org/0009-0008-0072-7433)
- H. ZHANG
- Wei Zhou (ORCID: https://orcid.org/0000-0003-2787-5045)
- Wenjing Wang
Institutions
- Shanghai Pesticide Research Institute (CN)
- Ministry of Education (TH)
- Yangzhou University (CN)
Publication Details
- Journal
- The Journal of Organic Chemistry
- Published
- 2026-04-21
- DOI
- https://doi.org/10.1021/acs.joc.6c00263
- Primary Topic
- Sulfur-Based Synthesis Techniques
- Type
- article
- Field-Weighted Citation Impact
- 0.00
Funders
- Fundamental Research Funds for the Central Universities