MeOH-Triggered Halogen-Atom Transfer of Unactivated Alkyl Bromides Enabling the Photoredox Giese Addition
Herein, a nickel-catalyzed, photoredox Giese addition reaction with readily accessible alkyl bromides, driven by readily available feedstock MeOH as the halogen-atom transfer (XAT) reagent, was successfully achieved under mild conditions. The versatility of this protocol was demonstrated through a range of structurally varied alkyl bromides and Giese-type acceptors with moderate to good yields. Mechanistic investigation highlights that the formation of alkyl radicals through the XAT of alkyl bromides was tentatively prompted by <sup>•</sup>CH<sub>2</sub>OH, which was derived from the sequential photo-oxidation/1,2-hydrogen-atom transfer of MeOH.
Authors
- Xian‐Chen He
- Hao‐Yue Xiang (ORCID: https://orcid.org/0000-0002-7404-4247)
- Hua Yang (ORCID: https://orcid.org/0000-0002-5518-5255)
- Kai Chen (ORCID: https://orcid.org/0000-0003-1012-0383)
- Yanling Liu (ORCID: https://orcid.org/0000-0002-1799-8044)
- Ke-Rong Li
- Jie Gao (ORCID: https://orcid.org/0000-0002-1945-3048)
Institutions
- Central South University (CN)
- Henan Normal University (CN)
Publication Details
- Journal
- Organic Letters
- Published
- 2025-03-18
- DOI
- https://doi.org/10.1021/acs.orglett.5c00923
- Citations
- 3
- Primary Topic
- Radical Photochemical Reactions
- Type
- article
- Field-Weighted Citation Impact
- 2.81
Funders
- National Natural Science Foundation of China
- Natural Science Foundation of Hunan Province
- Fundamental Research Funds for Central Universities of the Central South University