Diels-Alder Reactions of (E)-2-Styrylquinolin-4(1H)-ones with N-Methylmaleimide: New Syntheses of Acridin-9(10H)-ones

被引：7
作者：
Almeida, Andreia I. S. [1 ]
Silva, Vera L. M. [1 ]
Silva, Artur M. S. [1 ]
Pinto, Diana C. G. A. [1 ]
Cavaleiro, Jose A. S. [1 ]
机构：
[1] Univ Aveiro, QOPNA, Dept Chem, P-3810193 Aveiro, Portugal
来源：
SYNLETT | 2012年 / 06期
关键词：
(E)-2-styrylquinolin-4(1H)-ones; acridin-9(10H)-ones; Diels-Alder reactions; N-methylmaleimide; NMR; ACRIDONE DERIVATIVES; SOLVENT-FREE; DESIGN; AGENTS;
D O I：
10.1055/s-0031-1290600
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
New syntheses of acridin-9(10H)-ones were developed. One involves a two-step transformation, namely the Diels-Alder reactions of (E)-1-methyl-2-styrylquinolin-4(1H)-ones with N-methylmaleimide in refluxing toluene, followed by oxidation of the formed adducts. The second consists in an one-pot procedure using 1,2,4-trichlorobenzene as solvent at 180 degrees C. The effect of microwave irradition and Lewis acid catalysts in these cycloaddition reactions was also investigated.
引用
收藏
页码：889 / 892
页数：4
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