Cu-Catalyzed Synthesis of Symmetric Diarylamines from Organoboronic Acids Using NaNO<sub>2</sub> as the Amino Source
A copper-catalyzed novel synthesis of symmetric diarylamines was achieved from aryl boronic acids and NaNO<sub>2</sub>. This protocol employs aryl boronic acids as the commercially available arylation reagents and sodium nitrite (NaNO<sub>2</sub>) as the cheap, stable, and solid amino source. Under a simple ligand- and base-free copper catalytic system (CuCl as the sole catalyst), a wide range of symmetric diarylamines could be obtained in moderate to good yields. Notably, the use of Na<sup>15</sup>NO<sub>2</sub> could produce <sup>15</sup>N-labeled diarylamines, which would otherwise be difficult to prepare by the known methods.
Authors
- Wuheng Dong (ORCID: https://orcid.org/0000-0003-1310-6018)
- Wanfang Li (ORCID: https://orcid.org/0000-0002-2544-1756)
- Junyu Pan (ORCID: https://orcid.org/0000-0001-9483-8856)
- Hui You
- Daming Liu (ORCID: https://orcid.org/0009-0003-6337-9425)
- Shuo Zhang (ORCID: https://orcid.org/0000-0001-5490-5401)
Institutions
- University of Shanghai for Science and Technology (CN)
- Guangxi University of Science and Technology (CN)
Publication Details
- Journal
- The Journal of Organic Chemistry
- Published
- 2025-03-07
- DOI
- https://doi.org/10.1021/acs.joc.5c00116
- Citations
- 1
- Primary Topic
- Catalytic Cross-Coupling Reactions
- Type
- article
- Field-Weighted Citation Impact
- 0.94
Funders
- Natural Science Foundation of Guangxi Zhuang Autonomous Region
- National Natural Science Foundation of China