Synthesis of new tetracyclic benzo[4,5]furo[3,2-d]-1,2,4-triazolo [1,5-a]pyrimidin-5(1H)-ones via a tandem aza-Wittig/Heterocumulene-mediated annulation

被引：3
|
作者：
Hu, Yang-Gen [1 ,2 ]
Yang, Sheng-Jun [1 ]
Ding, Ming-Wu [1 ]
机构：
[1] Cent China Normal Univ, Minist Educ, Key Lab Pesticide & Chem Biol, Wuhan 430079, Peoples R China
[2] Yunyang Med Coll, Dept Med Chem, Shiyan 442000, Peoples R China
来源：
ARKIVOC | 2008年
基金：
中国国家自然科学基金;
关键词：
Benzo[4,5]furo[3,2-d]-1,2,4-triazolo[1,5-a]pyrimidin-5(1H)-one; iminophosphorane; aza-Wittig reaction; isocyanate;
D O I：
10.3998/ark.5550190.0009.f26
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
The carbodiimides 3, obtained from aza-Wittig reactions of iminophosphorane 2 with aromatic isocyanates, reacted with hydrazine to give selectively 3-amino-2-arylaminobenzofuro[3,2-d]pyrimidin-4(3H)-ones 5. Reactions of 5 with triphenylphosphine, hexachloroethane and triethylamine produced iminophosphoranes 6. A tandem aza-Wittig reaction of iminophosphorane 6 with isocyanate or acyl chloride generated previously unreported tetracyclic benzo[4,5]furo[3,2-d]-1,2,4-triazolo[1,5-a]pyrimidin-5(1H)-ones 8 or 10 in high yields.
引用
收藏
页码：297 / 306
页数：10
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