Facile Domino Access to Unexpected Alkyl 3-Substituted-2-hydroxy-3,4-dihydro-2H-1,4-benzoxazine-2-carboxylates

被引：1
|
作者：
Zhang, Ya-Ru [1 ]
Huang, Xiao [1 ]
Xu, Dong-Cheng [1 ]
Xie, Jian-Wu [1 ]
机构：
[1] Zhejiang Normal Univ, Dept Chem & Life Sci, Jinhua 321004, Peoples R China
来源：
AUSTRALIAN JOURNAL OF CHEMISTRY | 2013年 / 66卷 / 08期
基金：
中国国家自然科学基金;
关键词：
1,3-DICARBONYL COMPOUNDS; ALPHA-HYDROXYLATION; 4-ALKYL-2-HYDROXY-3-OXO-3,4-DIHYDRO-2H-1,4-BENZOXAZINE-2-CARBOXYLATES; CONSTRUCTION; OXYGENATION; DERIVATIVES; OXIDATION; C-1027;
D O I：
10.1071/CH13103
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
A new domino alkylation-cyclization-air-oxidation of 2-halo-1,3-dicarbonyl compounds with 2-aminophenols promoted by caesium salts under aerobic conditions has been developed. Unexpected alkyl 3-substituted-2-hydroxy-3,4-dihydro-2H-1,4-benzoxazine-2-carboxylates, rather than normal ethyl 3,4-dihydro-2H-1,4-benzoxazine-2-carboxylate, were exclusively obtained under mild conditions. A plausible mechanism for this unprecedented reaction is also given.
引用
收藏
页码：959 / 962
页数：4
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