Fast and Efficient Green Procedure for the Synthesis of Benzo[5,6]chromene Derivatives and Their Sulfur Analogues in Water by Organocatalyst Potassium Phthalimide-N-oxyl (vol 52, pg 1707, 2020)

被引:1
|
作者
Etivand, Nasser
Khalafy, Jabbar
Dekamin, Mohammad G.
机构
[1] Department of Organic Chemistry, Faculty of Chemistry, Urmia University, Urmia
[2] Pharmaceutical and Heterocyclic Compounds Research Laboratory, Department of Chemistry Iran University of Science and Technology, Tehran
来源
SYNTHESIS-STUTTGART | 2020年 / 52卷 / 11期
关键词
arylglyoxal monohydrate; benzo[5,6]chromenes; green process; one-pot; potassium phthalimide- N -oxyl; three-component reaction;
D O I
10.1055/s-0039-1690093
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A simple, clean, straightforward, and environmentally benign one-pot, three-component reaction of various arylglyoxal monohydrates, β-naphthol, and barbituric acid [pyrimidine-2,4,6(1 H,3 H,5 H)-trione] or thiobarbituric acid in the presence of catalytic amounts potassium phthalimide- N -oxyl (PPINO), as a mild and efficient organocatalyst in aqueous media under reflux conditions is reported. This transformation produced the novel diverse-substituted 12-benzoyl-8,12-dihydro-9 H -benzo[5,6]chromeno[2,3- d ]pyrimidine-9,11(10 H)-diones and their sulfur analogues in 82-93% yield via filtration and without utilization of any chromatography. The high yields of products, very simple operation, easy workup, availability of starting materials, green process, and high atom-economy are the main benefits of this synthetic strategy. © 2020 Georg Thieme Verlag. All rights reserved.
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页码:E2 / E2
页数:1
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