Allylation and Alkynylation of α‐Trifluoromethyl Alkyl Iodide Enabled by Photoredox Induced Halogen‐Atom‐Transfer
Abstract Herein, we report a visible‐light‐catalyzed protocol for the trifluoroalkylation of alkynyl sulfones/ allyl sulfones using readily available α‐trifluoromethyl haloalkanes. This reaction is driven by DIPEA as a halogen‐atom transfer (XAT) reagent, providing a new strategy to access valuable propargyl and homoallyl trifluoromethyl compounds via Csp─Csp 3 or Csp 3 ─Csp 3 bond formation. Notably, the methodology effectively suppresses the undesired β‐fluoride elimination of α‐trifluoromethyl radicals, thus avoiding the formation of gem‐difluoroalkenes. The transformation proceeds efficiently under mild conditions, affording the trifluoromethylated products in modest to excellent yields.
Authors
- Huanping Xie (ORCID: https://orcid.org/0000-0003-3289-2384)
- Mengjie Sun (ORCID: https://orcid.org/0000-0003-0506-2721)
- Heyun Sheng (ORCID: https://orcid.org/0009-0005-4614-9745)
- Yongqi Yu (ORCID: https://orcid.org/0000-0001-6086-7851)
- Weiguang Kong (ORCID: https://orcid.org/0000-0002-0690-724X)
- Xiaobing Liu (ORCID: https://orcid.org/0000-0001-7623-0804)
- Dabo Guo (ORCID: https://orcid.org/0000-0002-5539-3492)
- Ting Li (ORCID: https://orcid.org/0000-0002-2186-6992)
- Wenguang Li (ORCID: https://orcid.org/0009-0003-4969-4621)
- Xue Li (ORCID: https://orcid.org/0009-0007-3269-9273)
Institutions
- Zhoukou Normal University (CN)
- Nanyang Normal University (CN)
- Jining University (CN)
Publication Details
- Journal
- Asian Journal of Organic Chemistry
- Published
- 2025-10-22
- DOI
- https://doi.org/10.1002/ajoc.70230
- Primary Topic
- Fluorine in Organic Chemistry
- Type
- article
- Field-Weighted Citation Impact
- 0.00