Efficient synthesis of novel 6-substituted 2-(4-aryl-1,2,3-triazol-1-yl)pyrimidines and 7-deazapurines

被引：4
|
作者：
Jakubkiene, V. [1 ]
Vaiciunaite, E. [1 ]
Kriukaite, K. [1 ]
Didzgalvis, J. [1 ]
Tumkevicius, S. [1 ]
机构：
[1] Vilnius Univ, Fac Chem & Geosci, Dept Organ Chem, Naugarduko 24, LT-03225 Vilnius, Lithuania
来源：
SYNTHETIC COMMUNICATIONS | 2018年 / 48卷 / 15期
关键词：
1,2,3-triazoles; 7-deazapurines; Click chemistry; pyrimidines; Stille reaction; CLICK CHEMISTRY; 1,3-DIPOLAR CYCLOADDITION; OPTICAL-PROPERTIES; PHASE SYNTHESIS; SOLID-PHASE; PYRIMIDINE; DERIVATIVES; DESIGN; FUNCTIONALIZATION; INHIBITORS;
D O I：
10.1080/00397911.2018.1474229
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
A simple and efficient synthesis of 6-substituted 2-(4-aryl-1,2,3-triazol-1-yl)pyrimidines and 7-deazapurines from readily available 6-chloro-2-methylthiopyrimidine and 6-chloro-2-methylthio-7-deazapurine derivatives is described. The synthetic strategy is based on sequential reactions: substitution of 6-chlorine group with amines or (2-pyridyl)tributylstannane, oxidation of the obtained 6-substituted 2-methylthiopyrimidines, and 7-deazapurines to the corresponding 2-methylsulfonyl derivatives, their conversion to 2-azido derivatives and Cu(I)-catalyzed azide-alkyne cycloaddition reaction with arylethynes. [GRAPHICS] .
引用
收藏
页码：1974 / 1985
页数：12
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