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

页码：297 / 306

页数：10