Photoinitiated Aerobic α-C–H Oxidation of Amides Enabled by a Cerium(IV)-Nitrate LMCT Pathway
Ceric ammonium nitrate (CAN), a classical oxidant, is underutilized in photochemistry. We report a light-driven direct α-oxidation of amides via substoichiometric CAN, leveraging its ligand-to-metal charge transfer (LMCT) to generate NO<sub>3</sub><sup>•</sup>, avoiding precious metals/toxic oxidants. It activates N-α C(sp<sup>3</sup>)-H bonds; aerobic oxidation with O<sub>2</sub> yields imides mildly. This strategy overcomes amide inertness, enabling C-H functionalization without preactivated substrates/toxic reagents.
Authors
- Linan Zhou (ORCID: https://orcid.org/0000-0002-2989-1535)
- Yaofeng Chen (ORCID: https://orcid.org/0000-0003-4664-8980)
- Xiaolong Zhu (ORCID: https://orcid.org/0009-0009-4960-7675)
Institutions
- Advanced Materials and Devices (United States) (US)
- State Key Laboratory of Luminescent Materials and Devices
- South China University of Technology (CN)
Publication Details
- Journal
- Organic Letters
- Published
- 2025-12-03
- DOI
- https://doi.org/10.1021/acs.orglett.5c03951
- Primary Topic
- Catalytic C–H Functionalization Methods
- Type
- article
- Field-Weighted Citation Impact
- 0.00