Photoinduced Asymmetric Dearomative Hydroalkylation of Electron-Deficient Indoles with Alkyltrifluoroborates
A visible-light-induced catalytic asymmetric dearomative hydroalkylation of electron-deficient indole derivatives with potassium alkyltrifluoroborates was realized under mild reaction conditions. A synergistic catalyst system involving organo-photocatalyst and chiral Lewis acid was employed to enable high efficiency and excellent stereocontrol, delivering a range of chiral 2,3-disubstituted indolines. Mechanistic studies revealed an oxidation-quenching-triggered enantioselective radical coupling/protonation cascade.
Authors
- Yuqiao Zhou (ORCID: https://orcid.org/0000-0003-3490-4182)
- Weidi Cao (ORCID: https://orcid.org/0000-0003-1440-4682)
- Xiaoming Feng (ORCID: https://orcid.org/0000-0003-4507-0478)
- Dong Ye (ORCID: https://orcid.org/0000-0001-7756-3950)
- Zitong Zhu (ORCID: https://orcid.org/0009-0009-8473-8144)
Institutions
- Sichuan University (CN)
- Green Chemistry (PL)
Publication Details
- Journal
- Organic Letters
- Published
- 2025-08-27
- DOI
- https://doi.org/10.1021/acs.orglett.5c03192
- Citations
- 4
- Primary Topic
- Radical Photochemical Reactions
- Type
- article
- Field-Weighted Citation Impact
- 3.74
Funders
- National Natural Science Foundation of China