Direct Amination of Anilines Utilizing Dearomatized Phenolate Species
Activation of the aryl C-N bond underpins critical challenges in modern organic synthesis. Herein, the direct amination of anilines is presented via hypervalent iodine-mediated transient dearomatized phenolate intermediates, enabling selective C(aryl)-NH<sub>2</sub> bond cleavage under mild conditions. A library of bioactive <i>p</i>-alkylaminophenols is synthesized in up to 85% yields within 3 h. Being used in late-stage drug diversification and mechanistic studies, this protocol offers a modular platform for complex amine construction.
Authors
- Shicheng Dong (ORCID: https://orcid.org/0000-0001-9309-762X)
- Jun Zhu (ORCID: https://orcid.org/0000-0002-2099-3156)
- Lei Zhou (ORCID: https://orcid.org/0000-0002-8391-8452)
- Fei Xue (ORCID: https://orcid.org/0000-0002-9257-5076)
- Chenjiang Liu (ORCID: https://orcid.org/0000-0002-8241-0809)
- Ziren Chen (ORCID: https://orcid.org/0000-0002-3298-9584)
- Bin Wang (ORCID: https://orcid.org/0000-0002-8755-6401)
- Yonghong Zhang (ORCID: https://orcid.org/0000-0002-7740-9408)
- Haitao Li (ORCID: https://orcid.org/0000-0002-8345-2816)
- Haochen Liu (ORCID: https://orcid.org/0000-0001-6933-0073)
- Yu Xia (ORCID: https://orcid.org/0000-0002-0591-9169)
- Xiaoyu Pan (ORCID: https://orcid.org/0000-0003-4868-554X)
- Shaofeng Wu (ORCID: https://orcid.org/0009-0008-8396-1742)
Institutions
- Chinese University of Hong Kong (HK)
- Xinjiang University (CN)
Publication Details
- Journal
- Organic Letters
- Published
- 2025-05-15
- DOI
- https://doi.org/10.1021/acs.orglett.5c01314
- Citations
- 2
- Primary Topic
- Chemical Synthesis and Analysis
- Type
- article
- Field-Weighted Citation Impact
- 1.61
Funders
- Natural Science Foundation of Xinjiang Province
- National Natural Science Foundation of China