Electrophotocatalytic Thiocyanation and Sulfonylation Cyclization of Unactivated Alkenes
We report an electrophotocatalytic process that enables the thiocyanation and sulfonylation/cyclization of alkenes. It is applicable to a wide range of unactivated alkenes, using the inexpensive photocatalyst 2,4,6-triphenylpyrylium tetrafluoroborate (TPPT) to produce a diverse array of heterocycles containing sulfonyl and thiocyano groups with good functional group tolerance. The protocol operates under mild, chemical oxidant- and transition-metal-free, with a broad scope of substrates. Preliminary mechanistic studies suggest that the reaction involves a combination of electrolysis and the reductive quenching photocatalytic cycle of TPPT.
Authors
- Deqiang Liang (ORCID: https://orcid.org/0000-0003-0482-0527)
- Lou Shi (ORCID: https://orcid.org/0000-0002-4613-9628)
- Ruoyu Qin (ORCID: https://orcid.org/0000-0002-9663-3907)
- Shaoguang Sun (ORCID: https://orcid.org/0009-0003-1582-3755)
- Li Zeng (ORCID: https://orcid.org/0000-0003-0069-1182)
- Run He (ORCID: https://orcid.org/0009-0000-6450-9170)
- Ping Yu
- Yingchun Ma (ORCID: https://orcid.org/0000-0003-1511-5399)
Institutions
- Kunming University (CN)
- Panzhihua University (CN)
Publication Details
- Journal
- The Journal of Organic Chemistry
- Published
- 2024-12-18
- DOI
- https://doi.org/10.1021/acs.joc.4c02530
- Citations
- 14
- Primary Topic
- Sulfur-Based Synthesis Techniques
- Type
- article
- Field-Weighted Citation Impact
- 3.50
Funders
- National Natural Science Foundation of China
- Yunnan Provincial Department of Education