Copper-promoted oxidative mono- and di-bromination of 8-aminoquinoline amides with HBr and DMSO†

IF 4.6 3区 化学 Q2 CHEMISTRY, MULTIDISCIPLINARY RSC Advances Pub Date : 2025-03-21 DOI:10.1039/D5RA00492F
Changdong Shao, Jingyi Liu, Yanan Shen, Li Li, Chen Ma, Zhengsong Hu, Yuhe Kan, Ping Chen and Tingting Zhang
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Abstract

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 (CuSO4·5H2O), whereas the generation of C5, C7-dibrominated products necessitates the participation of copper nitrate (Cu(NO3)2·3H2O). A wide range of substrates bearing diverse functional groups undergo smooth transformation, resulting in brominated products with good to excellent yields.

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铜促进8-氨基喹啉酰胺与HBr和DMSO†的氧化单溴化和二溴化
以溴化氢(HBr)为溴化试剂,二甲基亚砜(DMSO)为温和氧化剂,提出了一种高效、简便的8-氨基喹啉酰胺单溴化和二溴化氧化反应方法。铜盐作为路易斯酸催化剂,促进溴化过程。C5-单溴化产物的生成由硫酸铜(CuSO4·5H2O)促进,而C5, c7 -二溴化产物的生成则需要硝酸铜(Cu(NO3)2·3H2O)的参与。具有不同官能团的广泛基板进行顺利转化,从而产生具有良好到优异收率的溴化产品。
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来源期刊
RSC Advances
RSC Advances chemical sciences-
CiteScore
7.50
自引率
2.60%
发文量
3116
审稿时长
1.6 months
期刊介绍: An international, peer-reviewed journal covering all of the chemical sciences, including multidisciplinary and emerging areas. RSC Advances is a gold open access journal allowing researchers free access to research articles, and offering an affordable open access publishing option for authors around the world.
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