One-Pot Synthesis of Quinoxalinones via Tandem Nitrosation/Cyclization of N-Aryl Cyanoacetamides

被引:21
作者
Wang, Fang [1 ]
Hu, Bo-Lun [1 ]
Liu, Lizhi [2 ]
Tu, Hai-Yong [1 ]
Zhang, Xing-Guo [1 ]
机构
[1] Wenzhou Univ, Coll Chem & Mat Engn, Wenzhou 325035, Peoples R China
[2] Guangzhou Ctr Dis Control & Prevent, Guangzhou 51440, Guangdong, Peoples R China
基金
中国国家自然科学基金;
关键词
CHIRAL QUINOXALINONES; HINSBERG REACTION; BOND FORMATION; C-N; QUINOXALIN-2(1H)-ONES; DERIVATIVES; CYCLIZATION; INHIBITORS; CASCADE; AGENTS;
D O I
10.1021/acs.joc.7b01930
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A new one-pot strategy for the synthesis of quinoxalin-2-ones from the tandem nitrosation/cyclization reaction of N-aryl cyanoacetamides with tert-butyl nitrite has been developed. The dehydrogenative N-incorporation is achieved through a sequence of nitrosation, tautomerization, and cyclization, affording quinoxalin-2-ones in moderate to good yields with good functional group tolerance.
引用
收藏
页码:11247 / 11252
页数:6
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