Efficient one-pot preparation of bis(pyrazino[2′,3′:4,5]thieno-[3,2-d]pyrimidin-4-yl)benzenes based on an aza-Wittig/mediated annulation strategy

被引：25

作者：

Blanco, Gerardo ^{[1
]}

Quintela, Jose M. ^{[1
]}

Peinador, Carlos ^{[1
]}

机构：

[1] Univ A Coruna, Fac Ciencias, Dept Quim Fundamental, La Coruna 15071, Spain

来源：

TETRAHEDRON | 2007年 / 63卷 / 09期

关键词：

aza-Wittig reaction; heterocumulene; iminophosphoranes; bis(pyrazinothienopyrimidinones);

D O I：

10.1016/j.tet.2006.12.049

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Aza-Wittig mediated annulation provides a highly facile and straightforward one-pot strategy for the synthesis of bis(pyrazino[2',3':4,5]thieno[3,2-d]pyrimidin-4-yl)benzenes 5 and 7. A tandem aza-Wittig reaction of iminophosphorane 2 with 1,4- or 1,3-phenylene diisocyanate, followed by intramolecular heteroconjugate addition annulation after addition of a nucleophilic reagent (amine, phenol, thiophenol or ROH), in presence of catalytic K2CO3 Or NaOR, gives selectively the functionalized bis(pyrazinothienopyrimidinones) 5 and 7. (c) 2006 Elsevier Ltd. All rights reserved.

引用

页码：2034 / 2041

页数：8

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