An efficient Morita-Baylis-Hillman reaction for the synthesis of multifunctional 2-hydroxy-3-nitrobut-3-enoate derivatives

被引：32
作者：
Kuan, Hsuan-Hao [1 ]
Reddy, Raju Jannapu [1 ]
Chen, Kwunmin [1 ]
机构：
[1] Natl Taiwan Normal Univ, Dept Chem, Taipei 116, Taiwan
来源：
TETRAHEDRON | 2010年 / 66卷 / 52期
关键词：
Morita-Baylis-Hillman reaction; Nitroalkenes; Organocatalysis; Thiourea; Aqueous media; ASYMMETRIC MICHAEL ADDITION; CONJUGATED NITROALKENES; RATE ACCELERATION; ANTICANCER ACTIVITY; CATALYZED REACTION; ALDEHYDES; ORGANOCATALYST; IMINES; ACRYLAMIDE; IMIDAZOLE;
D O I：
10.1016/j.tet.2010.10.061
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
An efficient thiourea promoted MBH reaction of various conjugated nitroalkenes with ethyl glyoxylate was developed. The desired multifunctional products, 2-hydroxy-3-nitro-4-aryl/alkylbut-3-enoate derivatives were obtained in good to high chemical yields (56-92%) with DMAP (20 mol%) under solvent-free conditions or imidazole (100 mol%) in the presence of water. (C) 2010 Elsevier Ltd. All rights reserved.
引用
收藏
页码：9875 / 9879
页数：5
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