Iron-Catalyzed Radical Addition Reaction of Dehydroglycine with Aliphatic Carboxylic Acids
Iron-catalyzed ligand-to-metal charge transfer (LMCT) processes have emerged as robust strategies for diverse organic transformations. Despite this potential, their application to addition reactions of C═N unsaturated bonds remains underexplored. Herein, we report an LMCT-enabled, photoredox/iron-catalyzed radical addition to dehydroglycine derivatives. This method employs readily available aliphatic carboxylic acids as radical precursors, enabling direct decarboxylative addition for the efficient synthesis of structurally diverse amino acid derivatives in excellent yields (up to 99%) without prefunctionalization. The protocol exhibits broad scope, including successful late-stage functionalization of pharmaceutically relevant molecules.
Authors
- Jingping Qü (ORCID: https://orcid.org/0000-0002-7576-0798)
- Xianqing Wu (ORCID: https://orcid.org/0000-0003-1757-0635)
- Yifeng Chen (ORCID: https://orcid.org/0000-0003-3239-6209)
- Qinglin Wang (ORCID: https://orcid.org/0000-0002-8286-6566)
- Jiahao Bai (ORCID: https://orcid.org/0000-0002-0387-9298)
Institutions
- East China University of Science and Technology (CN)
- Chinese Academy of Sciences (CN)
- Shanghai Institute of Organic Chemistry (CN)
- Henan Normal University (CN)
Publication Details
- Journal
- Organic Letters
- Published
- 2025-08-28
- DOI
- https://doi.org/10.1021/acs.orglett.5c03331
- Citations
- 7
- Primary Topic
- Radical Photochemical Reactions
- Type
- article
- Field-Weighted Citation Impact
- 6.55
Funders
- National Natural Science Foundation of China
- Science and Technology Commission of Shanghai Municipality
- China Petrochemical Corporation
- Project 211
- Fundamental Research Funds for the Central Universities