Versatile synthesis and fungicidal activities of 6-amino-3alkylthio-1,5-dihydro-1-phenyl-pyrazolo [3,4-d]pyrimidin-4-one derivatives

被引：12
|
作者：
Wang, HQ
Liu, ZJ [1 ]
Ding, MW
机构：
[1] Cent China Normal Univ, Inst Organ Synth, Wuhan 430079, Peoples R China
[2] NanHua Univ, Coll Chem, Hengyang, Peoples R China
来源：
PHOSPHORUS SULFUR AND SILICON AND THE RELATED ELEMENTS | 2004年 / 179卷 / 10期
基金：
中国国家自然科学基金;
关键词：
Aza-Wittig reaction; fungicidal activities; pyrazolo[3,4-d]pyrimidin-4-one; synthesis;
D O I：
10.1080/10426500490474897
中图分类号：
O61 [无机化学];
学科分类号：
070301 ; 081704 ;
摘要：
A series of new 6-alkylamino-3-alkylthio-1-phenyl-1H-pyrazolol[3,4-d] pyrimidin-4(5H)-one derivatives 5 and 6 have been rapidly synthesized by a novel solution-phase regioselective synthetic method. Treatment of pyrazole o-aminoester 1 with dibromotriphenylphosphorane gave iminophosphorane 2, which underwent a aza-Wittig reaction with phenyl ioscyanate to provide the carbodiimide 3. The latter intermediate reacted with alkylamines and regioselectively provided the 1,5-dihydro-pyrazolo[3,4-d]pyrimidin-4-one derivatives 5 and 6, some of which exhibited good fungicidal activity.
引用
收藏
页码：2039 / 2050
页数：12
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