Shao Changdong, Ma Chen, Li Li, Liu Jingyi, Shen Yanan, Chen Chen, Yang Qionglin, Xu Tianyi, Hu Zhengsong, Kan Yuhe, Zhang Tingting
Jiangsu Provincial Key Laboratory for Chemistry of Low-Dimensional Materials, School of Chemistry and Chemical Engineering, Huaiyin Normal University, Huai'an, 223300, Jiangsu, China.
Beilstein J Org Chem. 2024 Jan 23;20:155-161. doi: 10.3762/bjoc.20.14. eCollection 2024.
An efficient and practical method for the synthesis of C5-brominated 8-aminoquinoline amides via a copper-promoted selective bromination of 8-aminoquinoline amides with alkyl bromides was developed. The reaction proceeds smoothly in dimethyl sulfoxide (DMSO) under air, employing activated and unactivated alkyl bromides as the halogenation reagents without additional external oxidants. This method features outstanding site selectivity, broad substrate scope, and excellent yields.
开发了一种通过铜促进的8-氨基喹啉酰胺与烷基溴的选择性溴化反应合成C5-溴代8-氨基喹啉酰胺的高效实用方法。该反应在空气中于二甲基亚砜(DMSO)中顺利进行,使用活性和非活性烷基溴作为卤化试剂,无需额外的外部氧化剂。该方法具有出色的位点选择性、广泛的底物范围和优异的产率。