Synthesis of 3-acylquinolines through Cu-catalyzed double C(sp3)-H bond functionalization of saturated ketones

被引:39
|
作者
Wang, Ze [1 ]
Chen, Guang [1 ]
Zhang, Xinying [1 ]
Fan, Xuesen [1 ]
机构
[1] Henan Normal Univ, Sch Chem & Chem Engn, Collaborat Innovat Ctr Henan Prov Green Mfg Fine, Key Lab Green Chem Media & React,Minist Educ, Xinxiang 453007, Henan, Peoples R China
来源
ORGANIC CHEMISTRY FRONTIERS | 2017年 / 4卷 / 04期
基金
中国国家自然科学基金;
关键词
AEROBIC DEHYDROGENATION; SUBSTITUTED QUINOLINES; DERIVATIVES; INHIBITORS; ANNULATION; ACCESS; CYCLOHEXANONE; HETEROCYCLES; CYCLIZATION; PROTEIN;
D O I
10.1039/c6qo00817h
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A novel synthesis of 3-acylquinolines from Cu-catalyzed one-pot reactions of 2-aminoaryl aldehydes/ketones with inactivated ketones is presented. Mechanistically, the formation of the title compounds involves a cascade procedure including C(sp3)-H bond amination, enaminone formation, and enamine-carbonyl condensation. To our knowledge, this should be the first example in which 3-acylquinolines are prepared through Cu-catalyzed double C(sp3)-H bond functionalization of saturated ketones.
引用
收藏
页码:612 / 616
页数:5
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