Synthesis of substituted 3,4-dihydro-2H-pyrido[3,2-b][1,4]oxazine as new scaffolds for potential bioactive compounds

被引：9
|
作者：
Henry, N
Sánchez, I
Sabatié, A
Bénéteau, V
Guillaumet, G [1 ]
Pujol, MD
机构：
[1] Univ Orleans, Inst Chim Organ & Analyt, UMR 6005, F-45067 Orleans, France
[2] Univ Barcelona, Fac Farm, CSIC, Unitat Associada,Lab Quim Farmaceut, E-08028 Barcelona, Spain
来源：
TETRAHEDRON | 2006年 / 62卷 / 10期
关键词：
pyrido-oxazines; alpha-halocarbonyl compounds; protected; 2-aminopyridine;
D O I：
10.1016/j.tet.2005.11.071
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
The title compounds having different substituents on the heterocyclic framework were prepared by several methods from 2-acetamido-3-hydroxypyridine. The condensation of 2-protected-amino-3-hydroxypyridine with 2-chloroacrylonitrile or ethyl 2,3-dibromopropionate provided in several cases two isomeric pyrido-oxazines. Whereas the reaction of 2-acetamido-3-hydroxypyridine with methyl 2,3-dibromopropionate or with alpha-halocarbonyl compounds gave exclusively the 2-substituted pyrido-oxazine, in a one-step operation. (c) 2005 Elsevier Ltd. All rights reserved.
引用
收藏
页码：2405 / 2412
页数：8
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