Metal-Free Synthesis of Coumarin-fused Pyrimidines from 4-Aminocoumarins via Pseudo Four-component Reaction

被引:17
作者
Chen, Jing [1 ]
Ouyang, Chu-Hao [1 ]
Xiao, Ting [1 ]
Jiang, Hu [1 ]
Li, Jiang-Sheng [1 ]
机构
[1] Changsha Univ Sci & Technol, Sch Chem & Food Engn, Hunan Prov Key Lab Mat Protect Elect Power & Tran, Changsha 410114, Hunan, Peoples R China
基金
中国国家自然科学基金; 国家重点研发计划;
关键词
coumarins; pyrimidines; multicomponent reactions; metal-free synthesis; C-H functionalization; annulation; STRUCTURAL FEATURES; ANTICANCER AGENTS; FREE CONSTRUCTION; ACCESS; DERIVATIVES; KETONES; HYBRIDS; DDQ;
D O I
10.1002/slct.201901803
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
An efficient pseudo four-component procedure for the construction of chromeno[4,3-d]pyrimidin-5-ones, a type of coumarin-fused pyrimidines, from 4-aminocoumarins, two molecules of aromatic aldehydes and ammonium iodide under metal-free conditions is developed. The coumarin-pyrimidine hybrids readily undergo sequential hydrolysis and alkylation to give all-carbon substituted pyrimidines in excellent yields. One-pot synthesis of pyrimidines from readily available 4-aminocoumarins and other commodity chemicals is exemplified.
引用
收藏
页码:7327 / 7330
页数:4
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