Visible-light-induced C(sp3)-H activation for a C-C bond forming reaction of 3,4-dihydroquinoxalin-2(1H)-one with nucleophiles using oxygen with a photoredox catalyst or under catalyst-free conditions

被引:27
作者
Akula, Pavan Sudheer [1 ]
Hong, Bor-Cherng [1 ]
Lee, Gene-Hsiang [2 ]
机构
[1] Natl Chung Cheng Univ, Dept Chem & Biochem, Chiayi 621, Taiwan
[2] Natl Taiwan Univ, Instrumentat Ctr, Taipei 106, Taiwan
关键词
MOLECULAR-OXYGEN; MULTICOMPONENT CASCADE; OXIDATIVE FORMYLATION; N-HETEROCYCLES; QUINOXALIN-2(1H)-ONES; ALKYLATION; ARYLATION; INDOLES; WATER; ACIDS;
D O I
10.1039/c8ra03259a
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A convenient photocatalyzed oxidative coupling reaction of 4-alkyl-3,4-dihydroquinoxalin-2(1H)-one and its derivatives with a variety of nucleophiles was developed with a ruthenium photoredox catalyst and oxygen under a household compact fluorescent light. With a slower reaction rate, the cross coupling transformation can be achieved in the absence of an external photocatalyst with a similar isolated yield. An application to the synthesis of natural product cephalandole A was also demonstrated.
引用
收藏
页码:19580 / 19584
页数:5
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