Design and synthesis of angucyclinone AB-pyrido[2,3-d] pyrimidine analogues

被引：16

作者：

Valderrama, Jaime A. ^{[1
]}

Vasquez, David ^{[1
]}

机构：

[1] Pontificia Univ Catolica Chile, Fac Quim, Santiago, Chile

来源：

TETRAHEDRON LETTERS | 2008年 / 49卷 / 04期

关键词：

quinones; Michael addition; diels-alder reaction; regioselectivity;

D O I：

10.1016/j.tetlet.2007.11.133

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The preparation of two pyrimido[4,5-c]isoquinoline-7, 10-quinones from acylhydroquinones and 1,3-dimethyl-5-aminouracil and their cycloadditions with 1-trimethylsilyloxybutadiene and 1-dimethylamino-3-methyl-1-azabutadiene is described. The remarkable regio-control of these cycloadditions that yield stable 1:1 cycloadducts is discussed on the basis of steric interactions into the pyrimido[4,5-c]isoquinoline-7,10-quinones. The access to angucyclinone AB-pyridopyrimidine analogues from Diels-Alder adducts and preliminar evidences on their antitumour activities are also reported. (c) 2007 Elsevier Ltd. All rights reserved.

引用

页码：703 / 706

页数：4

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