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

页码：959 / 962

页数：4

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