Substituted coumarin amidines:: useful building blocks for the preparation of [1]benzopyrano[4,3-b]pyridin-5-one and [1]benzopyrano[4,3-d]pyrimidin-5-one derivatives

被引：10
作者：
Beccalli, EM
Contini, A
Trimarco, P
机构：
[1] Univ Milan, Ist Chim Organ A Marchesini, Fac Farm, I-20133 Milan, Italy
[2] Univ Milan, Ctr Interuniv Ric Reazioni Pericicliche & Sintesi, I-20133 Milan, Italy
来源：
TETRAHEDRON | 2005年 / 61卷 / 21期
关键词：
3-formylcoumarin amidines; 3-cyanocoumarin amidines; enediamino tautomers; Aldols; intramolecuar cyclization;
D O I：
10.1016/j.tet.2005.03.050
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
The synthesis of [1]benzopyrano[4,3-b]pyridin-5-ones 4a-f and 4g-j starting from 3-formylcoumarin and 3-cyanocoumarin N-functionalized amidines 3a-f and 3g-j, respectively, was reported. The ring-closure reaction mechanism, under basic or acidic media, was proposed. Furthermore, the reaction of 3-formylamidines 3a,c-f with ammonium acetate gave good yields of 2-substituted [1]benzopyrano[4,3-d]pyrimidin-5-oiies 7. (c) 2005 Elsevier Ltd. All rights reserved.
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收藏
页码：4957 / 4964
页数：8
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