Mild synthesis of fused polycyclic 1,6-naphthyridin-4-amines and their optical properties
A mild and straightforward synthetic route to tri-, tetra-, and pentacyclic 1,6-naphthyridin-4-amines is presented. The protocol involves CF<sub>3</sub>SO<sub>3</sub>H- or H<sub>2</sub>SO<sub>4</sub>-mediated Friedel-Crafts-type intramolecular cycloaromatisation of 4-(arylamino)nicotinonitriles in which the cyano group acts as a one-carbon synthon. The transformation achieves good to excellent yields and can be performed on a gram scale. Additionally, the exploration of fluorescence properties of these compounds demonstrates their potential application as fluorophores.
Authors
- Hanxun Wang (ORCID: https://orcid.org/0000-0002-1139-6384)
- Z.J. Li (ORCID: https://orcid.org/0009-0000-8543-1536)
- Haihong Huang (ORCID: https://orcid.org/0000-0003-1641-1309)
- Maosheng Cheng (ORCID: https://orcid.org/0000-0001-9073-4806)
- Dongfeng Zhang (ORCID: https://orcid.org/0000-0003-0870-3782)
- Hong-Yi Zhao (ORCID: https://orcid.org/0000-0003-1622-5768)
Institutions
- Shenyang Pharmaceutical University (CN)
- Chinese Academy of Medical Sciences & Peking Union Medical College (CN)
Publication Details
- Journal
- RSC Advances
- Published
- 2025-01-01
- DOI
- https://doi.org/10.1039/d5ra03301b
- Primary Topic
- Synthesis and biological activity
- Type
- article
- Field-Weighted Citation Impact
- 0.00
Funders
- National Natural Science Foundation of China
- Chinese Academy of Medical Sciences