Copper-promoted oxidative mono- and di-bromination of 8-aminoquinoline amides with HBr and DMSO
An efficient and convenient method for oxidative mono- and di-bromination of 8-aminoquinoline amides is presented, utilizing hydrogen bromide (HBr) as the brominating reagent and dimethyl sulfoxide (DMSO) as a mild oxidant. Copper salts act as Lewis acid catalysts, facilitating the bromination process. The formation of C5-monobrominated products is promoted by copper sulfate (CuSO<sub>4</sub>·5H<sub>2</sub>O), whereas the generation of C5, C7-dibrominated products necessitates the participation of copper nitrate (Cu(NO<sub>3</sub>)<sub>2</sub>·3H<sub>2</sub>O). A wide range of substrates bearing diverse functional groups undergo smooth transformation, resulting in brominated products with good to excellent yields.
Authors
- Tingting Zhang (ORCID: https://orcid.org/0000-0002-5068-8232)
- Yu‐He Kan (ORCID: https://orcid.org/0000-0002-2082-6796)
- Yanan Shen (ORCID: https://orcid.org/0000-0001-8343-6763)
- Zhengsong Hu
- Changdong Shao (ORCID: https://orcid.org/0000-0002-8691-5177)
- Li Li (ORCID: https://orcid.org/0000-0002-1400-8025)
- Jingyi Liu (ORCID: https://orcid.org/0000-0002-3850-0700)
- Chen Ma (ORCID: https://orcid.org/0000-0001-6162-216X)
- Ping Chen (ORCID: https://orcid.org/0000-0002-0216-475X)
Institutions
- Huaiyin Normal University (CN)
Publication Details
- Journal
- RSC Advances
- Published
- 2025-01-01
- DOI
- https://doi.org/10.1039/d5ra00492f
- Citations
- 1
- Primary Topic
- Vanadium and Halogenation Chemistry
- Type
- article
- Field-Weighted Citation Impact
- 0.54
Funders
- National Natural Science Foundation of China
- Government of Jiangsu Province
- Natural Science Foundation of Jiangsu Province
- Natural Science Research of Jiangsu Higher Education Institutions of China