Base-catalyzed, efficient synthesis of 5-substituted 3,6-dihydro-7H-1,2,3-triazolo[4,5-d]pyrimidin-7-ones

被引:14
作者
Zhao, JF [1 ]
Xie, C [1 ]
Ding, MW [1 ]
He, HW [1 ]
机构
[1] Cent China Normal Univ, Coll Chem, Minist Educ, Key Lab Pesticide & Chem Biol, Wuhan 430079, Peoples R China
来源
SYNTHESIS-STUTTGART | 2005年 / 15期
关键词
pyrimidines; imides; cyclizations; aza-Wittig reactions; heterocycles; guanines;
D O I
10.1055/s-2005-872077
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The carbodiimides 2, obtained from aza-Wittig reactions of iminophosphorane 1 with aromatic isocyanates, reacted with secondary amines or ROH to give 5-dialkylamino or 5-alkoxy 7H-1,2,3 -triazolo [4,5-d] pyrimidin-7-ones 4 in the presence of a catalytic amount of EtONa in a mixed solvent (CH2Cl2-ROH). Reactions of 2 with phenols in presence of catalytic potassium carbonate in MeCN gave 5-aryloxy-7H-1,2,3-triazolo[4,5-d]pyrimidin-7-ones 4 in satisfactory yields.
引用
收藏
页码:2544 / 2548
页数:5
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