Cerium Ammonium Nitrate (CAN)-Promoted C(sp<sup>2</sup>)–N Coupling of Secondary Amides with Aryl Boronic Acids: Entries to Tertiary Aryl Amides
A cerium ammonium nitrate (CAN)-promoted C(sp<sup>2</sup>)-N coupling reaction of secondary amides with aryl boronic acids has been realized, providing a new entry for the construction of structurally diverse tertiary aryl amides, which are widely found in various biologically active molecules. Preliminary mechanistic studies indicated that a radical pathway may be involved in the C(sp<sup>2</sup>)-N coupling process. Compared with other metal-catalyzed methods, which in some cases require well-designed catalysts, preassembled directing groups, and/or complicated operations, this methodology features a ligand- and directing group-free process, as well as ease of handling.
Authors
- Jing-Yao He (ORCID: https://orcid.org/0009-0004-0941-9059)
- Gaofeng Feng (ORCID: https://orcid.org/0000-0001-8521-8305)
- Tao Cai (ORCID: https://orcid.org/0000-0003-2681-2958)
- Chao Zhang (ORCID: https://orcid.org/0000-0001-6669-1420)
- Jian Jin (ORCID: https://orcid.org/0000-0001-9685-3355)
- Wenzhe Xu
Institutions
- Shaoxing University (CN)
- Shanghai Institute of Organic Chemistry (CN)
- University of Chinese Academy of Sciences (CN)
Publication Details
- Journal
- Organic Letters
- Published
- 2025-04-02
- DOI
- https://doi.org/10.1021/acs.orglett.5c00108
- Citations
- 2
- Primary Topic
- Chemical Synthesis and Analysis
- Type
- article
- Field-Weighted Citation Impact
- 1.61
Funders
- National Natural Science Foundation of China