Synthesis of 3-Substituted 2-Aminonaphtho[2,3-b]furan-4,9-diones from 2-Hydroxy-1,4-Naphthoquinone and Nitroalkenes

被引:10
|
作者
Zanwar, Manoj R. [1 ]
Kavala, Veerababurao [1 ]
Gawande, Sachin D. [1 ]
Kuo, Chun-Wei [1 ]
Kuo, Ting-Shen [1 ]
Chen, Mei-Ling [1 ]
He, Chiu-Hui [1 ]
Yao, Ching-Fa [1 ]
机构
[1] Natl Taiwan Normal Univ, Dept Chem, Taipei 116, Taiwan
关键词
Multicomponent reactions; Green chemistry; Quinones; Nitroalkenes; Amines; ORGANIC-REACTIONS; CATALYST-FREE; WATER CHEMISTRY; DERIVATIVES; FURANONAPHTHOQUINONES; CONSTITUENTS; CYTOTOXICITY; SUPPRESSION; DECOMPOSITA; ALKYLATION;
D O I
10.1002/ejoc.201300996
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The efficient base-catalyzed synthesis of 3-substituted 2-aminonaphtho[2,3-b]furan-4,9-dione derivatives from readily available precursors such as 2-hydroxy-1,4-naphthoquinone and nitroalkenes under aqueous conditions is described. Interesting features of this methodology are the conversion of a nitro functionality into an amino functionality in the absence of a reducing agent and the development of a three component reaction for accessing the same product from an aldehyde, 2-hydroxy-1,4-naphthoquinone and nitromethane.
引用
收藏
页码:8288 / 8298
页数:11
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