General Synthesis of 1-Aryl-6-azaisocytosines and Their Utilization for the Preparation of Related Condensed 1,2,4-Triazines

被引:3
|
作者
Zalesak, Frantisek [1 ]
Slouka, Jan [1 ]
Styskala, Jakub [1 ]
机构
[1] Palacky Univ, Fac Sci, Dept Organ Chem, 17 Listopadu 1192-12, CZ-77146 Olomouc, Czech Republic
来源
MOLECULES | 2019年 / 24卷 / 19期
关键词
1-aryl-6-azaisocytosine; 1; 2; 4-triazine; condensed; fused azaisocytosines; cyclization of arylhydrazones; 1-ARYL-6-AZAURACILE; CYCLIZATION; ANALOGS;
D O I
10.3390/molecules24193558
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
071010 ; 081704 ;
摘要
A simple general synthesis of 1-aryl-6-azaisocytosine-5-carbonitriles 4 is described. This method is based on coupling diazonium salts with cyanoacetylcyanamide 2 and then cyclization of the formed 2-arylhydrazono-2-cyanoacetylcyanamides 3. The 6-azaisocytosines 4 were studied with respect to tautomeric equilibrium and the transformation of functional groups, and used in the synthesis of the condensed heterocyclic compounds: Purine isosteric imidazo[2,1-c]-[1,2,4]triazine 8 and the 1,2,4-triazino[2,3-a]quinazolines 9-12.
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页数:13
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