Attempted synthesis of ethyl 3,4-dihydro-2H-1,4-benzoxazine-3-carboxylate and 3-acetate derivatives

被引：20
|
作者：
Mayer, S [1 ]
Arrault, A [1 ]
Guillaumet, G [1 ]
Mérour, JY [1 ]
机构：
[1] Univ Orleans, CNRS, Inst Chim Organ & Analyt, F-45067 Orleans 2, France
来源：
JOURNAL OF HETEROCYCLIC CHEMISTRY | 2001年 / 38卷 / 01期
关键词：
D O I：
10.1002/jhet.5570380133
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
Ethyl 3,4-dihydro-2H-1,4-benzoxazine-3-carboxylate derivatives 2 were obtained and isolated in low yields from the condensation of 2-aminophenol and ethyl 2,3-dibromopropanoate. They can be obtained by hydrogenation of ethyl 2H-1,4-benzoxazine-3-carboxylate in satisfactory yield. Using 2-iminophenol did not direct the condensation with ethyl 2,3-dibromopropanoate towards 2 but was fruitfull for the preparation of ethyl 2-(4-benzyl-3,4-dihydro-2H-1,4-benzoxazin-3-yl)acetate from ethyl bromocrotonate.
引用
收藏
页码：221 / 225
页数：5
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