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

页码：1974 / 1985

页数：12

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