A fast and efficient 'on-solvent' cascade assembling of salicylaldehydes and dimethylbarbituric acid into 5-(1,3-dimethyl-2,4-dioxo-1,3,4,5-tetrahydro-2H-chromeno[2,3-d]pyrimidin-5-yl)-1,3-dimethylpyrimidine-2,4,6(1H,3H,5H)-triones

被引:0
|
作者
Elinson, Michail N. [1 ]
Vereshchagin, Anatoly N. [1 ]
Korshunov, Alexander D. [1 ]
Egorov, Mikhail P. [1 ]
机构
[1] ND Zelinskii Inst Organ Chem, Leninsky Prospect 47, Moscow 119991, Russia
关键词
barbiturates; cascade reaction; catalysis; chromeno[2,3-d]pyrimidines; cyclization; salicylaldehydes; MALONONITRILE; SCAFFOLD; DERIVATIVES; WATER; COMBINATORIAL; ANTIPLATELET; CYCLIZATION; INHIBITORS; PROTOCOL; ISATINS;
D O I
10.1515/hc-2018-0015
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A fast (15 min) and efficient cascade reaction of salicylaldehydes and 1,3-dimethylbarbituric acid in the presence of p-TsOH as a catalyst furnishes substituted 5-(1,3-dimethyl-2,4-dioxo-1,3,4,5-tetrahydro-2H-chromeno[2,3-d]pyrimidin-5-yl)-1,3-dimethylpyrimidine-2,4,6(1H, 3H, 5H)-triones 1a-h, containing both chromeno[2,3-d]pyrimidine and hexahydropyrimidine-2,4,6-trione pharmacologically active fragments, in 95-99% yields. This new procedure is characterized by the use of inexpensive reagents and a simple workup.
引用
收藏
页码:79 / 83
页数:5
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