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

Autor: Ching Fa Yao, Veerababurao Kavala, Sachin D. Gawande, Chiu Hui He, Ting Shen Kuo, Chun Wei Kuo, Mei Ling Chen, Manoj R. Zanwar
Rok vydání: 2013
Předmět:
Zdroj: European Journal of Organic Chemistry. 2013:8288-8298
ISSN: 1434-193X
DOI: 10.1002/ejoc.201300996
Popis: 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.
Databáze: OpenAIRE
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