Synthesis of 3-substituted 2-aminonaphtho[2,3-b]furan-4,9-diones from 2-hydroxy-1,4-naphthoquinone and nitroalkenes

Manoj R. Zanwar, Veerababurao Kavala, Sachin D. Gawande, Chun Wei Kuo, Ting Shen Kuo, Mei Ling Chen, Chiu Hui He, Ching Fa Yao

研究成果: 雜誌貢獻期刊論文同行評審

8 引文 斯高帕斯(Scopus)

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. 3-Substituted 2-aminonaphtho[2,3-b]furan-4,9-diones have been synthesized from 2-hydroxy-1,4-naphthoquinone and nitro alkenes under aqueous conditions. In this methodology, a nitro moiety is converted into an amino functionality in the absence of a reducing agent. The same products were obtained from a three-component reaction involving aldehydes, 2-hydroxy-1,4-naphthoquinone, and nitromethane.

原文英語
頁(從 - 到)8288-8298
頁數11
期刊European Journal of Organic Chemistry
發行號36
DOIs
出版狀態已發佈 - 2013 十二月 1

ASJC Scopus subject areas

  • 物理與理論化學
  • 有機化學

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