Anaerobic 1,2-/1,3-Hydroxytrifluoromethylation of Unactivated Alkenes Enabled by Photoexcited Nitroarenes
An anaerobic 1,2-/1,3-hydroxytrifluoromethylation of unactivated alkenes is described. This reaction proceeds in mild and environmentally friendly conditions without photocatalyst and metal catalyst, allowing access to a wide range of β- and γ-trifluoromethyl alcohols. Preliminary mechanistic investigations indicate that the accomplishment of this protocol relies on the dual functionality of the photoexcited triplet nitroarenes, which serve as the oxygen atom source and enable the single-electron transfer (SET) process with CF<sub>3</sub>SO<sub>2</sub>Na.
Authors
- Dayong Shi (ORCID: https://orcid.org/0000-0001-8941-5285)
- Ruihua Liu (ORCID: https://orcid.org/0000-0002-2517-1581)
- Wenlong Shan
- Cong Shi (ORCID: https://orcid.org/0009-0000-5681-3834)
- Hongyun Qin (ORCID: https://orcid.org/0000-0003-4531-8330)
- Xiangqian Li (ORCID: https://orcid.org/0000-0002-5807-5633)
- Zemin Wang
- Jiashu Chen (ORCID: https://orcid.org/0000-0003-3222-1628)
- Wenli Zhuang
- Chenxia Gao
- Nan Zhou
Institutions
- Shandong University (CN)
- Qingdao Binhai University (CN)
- Qingdao National Laboratory for Marine Science and Technology (CN)
Publication Details
- Journal
- Organic Letters
- Published
- 2025-01-10
- DOI
- https://doi.org/10.1021/acs.orglett.4c04780
- Citations
- 10
- Primary Topic
- Fluorine in Organic Chemistry
- Type
- article
- Field-Weighted Citation Impact
- 7.91
Funders
- Natural Science Foundation of Shandong Province
- National Key Research and Development Program of China