Microwave-accelerated cross-dehydrogenative-coupling (CDC) of N-(quinolin-8-yl)amides with acetone/acetonitrile under metal-free conditions

被引:1
作者
Zhou, Chao [1 ]
Liu, Yunwei [1 ]
Luo, Qi [1 ]
Zhang, Yicheng [1 ]
Zhou, Jingwen [1 ]
Zhang, Haoyu [1 ]
Liu, Jie [1 ]
机构
[1] Huaibei Normal Univ, Key Lab Green & Precise Synthet Chem, Minist Educ, Huaibei 235000, Anhui, Peoples R China
基金
中国国家自然科学基金;
关键词
C-H SULFONYLATION; 8-AMINOQUINOLINE AMIDES; BOND FUNCTIONALIZATIONS; DIRECT ALKYLATION; COPPER; ARYLATION; QUINOLINES; TRIFLUOROMETHYLATION; 8-AMIDOQUINOLINES; PYRIDINES;
D O I
10.1039/d3ra03651k
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A highly selective remote C(sp(3))-H acetonation of N-(quinolin-8-yl)amide scaffolds at the C5-position under microwave irradiation has been developed. In the absence of a transition-metal-catalyst, benzoyl peroxide (BPO)-promoted cross-dehydrogenation coupling (CDC) of N-(quinolin-8-yl)amides with acetone/acetonitrile occurred smoothly to generate the corresponding 5-acetonated/acetonitriled N-(quinolin-8-yl)amides in good yields. The transformation is operationally simple, rapid, easily scaled-up to the gram scale, and shows a broad substrate scope.
引用
收藏
页码:21231 / 21235
页数:5
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