Copper-promoted C5-selective bromination of 8-aminoquinoline amides with alkyl bromides

被引：1

作者：

Shao, Changdong ^{[1
]}

Ma, Chen ^{[1
]}

Li, Li ^{[1
]}

Liu, Jingyi ^{[1
]}

Shen, Yanan ^{[1
]}

Chen, Chen ^{[1
]}

Yang, Qionglin ^{[1
]}

Xu, Tianyi ^{[1
]}

Hu, Zhengsong ^{[1
]}

Kan, Yuhe ^{[1
]}

Zhang, Tingting ^{[1
]}

机构：

[1] Huaiyin Normal Univ, Sch Chem & Chem Engn, Jiangsu Prov Key Lab Chem Low Dimens Mat, Huaian 223300, Jiangsu, Peoples R China

来源：

BEILSTEIN JOURNAL OF ORGANIC CHEMISTRY | 2024年 / 20卷

关键词：

aminoquinolines; C-H bromination; copper catalysis; regioselectivity; METAL-FREE; C5-H BROMINATION; OXIDANT-FREE; HALOGENATION; QUINOLINES; FUNCTIONALIZATION; 8-AMIDOQUINOLINES; AMINOQUINOLINES; DERIVATIVES; POSITION;

D O I：

10.3762/bjoc.20.14

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

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.

引用

页码：155 / 161

页数：7

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