A one-pot synthesis of novel functionalized (E)-β-arylvinyl bromides from anti-2,3-dibromo-3-(4-carboxyphenyl)propanoic acid

被引：0
|
作者：
Kuang, Chunxiang [1 ]
Jiang, Yubo [1 ]
Yang, Qing [2 ]
Zhang, Wensheng [1 ]
Wen, Yaolin [3 ]
机构：
[1] Tongji Univ, Dept Chem, Shanghai 200092, Peoples R China
[2] Fudan Univ, Sch Pharm, Shanghai 200032, Peoples R China
[3] Unilever Res China, Shanghai 200233, Peoples R China
来源：
ZEITSCHRIFT FUR NATURFORSCHUNG SECTION B-A JOURNAL OF CHEMICAL SCIENCES | 2008年 / 63卷 / 07期
基金：
上海市自然科学基金;
关键词：
(E)-beta-arylvinyl bromides; stereoselectivity; one-pot synthesis; esterification;
D O I：
10.1515/znb-2008-0710
中图分类号：
O61 [无机化学];
学科分类号：
070301 ; 081704 ;
摘要：
A facile one-pot synthesis of functionalized (E)-beta-arylvinyl bromides bearing various 4-alkoxycarbonyl and 4-aryloxycarbonyl groups was achieved by debrominative decarboxylation of anti-2,3-dibromo-3-(4-carboxyphenyl)propanoic acid in the presence of AgOAc and subsequent esterification in the presence of dicyclohexyl carbodiimide and dimethylaminopyridine. This method gives (E)-beta-arylvinyl bromides in high stereoselectivities and high yields, and tolerates aldehyde, ester, and nitro functional groups.
引用
收藏
页码：865 / 870
页数：6
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