Formal Reductive Amination of Carboxylic Acids via Iron-Catalyzed Photoredox Decarboxylative α-Aminomethylation
Here we report an iron-catalyzed photocatalytic protocol utilizing ligand-to-metal charge transfer (LMCT) for efficient decarboxylative reductive amination to synthesize tertiary alkylamines. The method employs readily available carboxylic acids and <i>N</i>,<i>O</i>-acetals under mild conditions (room temperature, 390 nm LED), achieving excellent yields (up to 89%) across diverse alkyl carboxylic acid substrates, including primary, secondary, and tertiary types (>40 examples). Furthermore, the protocol exhibits good tolerance toward sensitive functional groups and enables late-stage functionalization of pharmaceutical compounds, providing a practical synthetic tool for complex alkylamine construction.
Authors
- Donghui Xing (ORCID: https://orcid.org/0000-0001-6196-8654)
- Jianmin Huang (ORCID: https://orcid.org/0000-0002-1861-7442)
- Liangbin Huang (ORCID: https://orcid.org/0000-0001-9450-9454)
- Xiaohong Li (ORCID: https://orcid.org/0000-0003-3190-7214)
Institutions
- Key Laboratory of Guangdong Province (CN)
- State Key Laboratory of Pulp and Paper Engineering
- South China University of Technology (CN)
Publication Details
- Journal
- Organic Letters
- Published
- 2025-11-13
- DOI
- https://doi.org/10.1021/acs.orglett.5c04273
- Citations
- 4
- Primary Topic
- Radical Photochemical Reactions
- Type
- article
- Field-Weighted Citation Impact
- 3.74