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Synthesis of Flavone and Isoflavone Derivatives

Author: LiQiuLian
Tutor: ZhuYongMing
School: Suzhou University
Course: Medicinal Chemistry
Keywords: flavones isoflavones Cu(I)-catalyzed intramolecular cyclization reaction
CLC: R284.1
Type: Master's thesis
Year: 2011
Downloads: 71
Quote: 0
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Abstract


Flavones and isoflavones are a group of naturally occurring compounds that widely distributed in the plant kingdom, and have been associated with a wide variety of biological and pharmaceutical activities, including antitumoral, antiviral, antiin?ammatory, antioxidant, hepatoprotective, and antithrombotic actions. Inspired by reports of Cu(I)-catalyzed intermolecular C-N coupling reaction, we use a novel method of Cu(I)-catalyzed intramolecular amination reaction to synthesize pyrazolo[1, 5-a]indole derivatives and pyrazolo[1, 5-a]quinoline derivatives. Based on the study, we are thinking about using a novel method of Cu(I)-catalyzed intramolecular C-O cyclization reaction to synthesize flavone and isoflavone derivatives.As a result, we found that flavones were developed by intramolecular C-O cyclization reaction under the condition of [DMSO/K2CO3/130℃/8h] starting from 1-(o-halophenyl)-propane-1, 3-diones. And isoflavones were obtained by using commercially available copper (I) iodide as an effective catalyst under the condition of [CuI/2-picolinic acid/K2CO3/DMF/135-140℃/20h] starting from various 3-(2-halo phenyl)-3-oxopropanals.

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CLC: > Medicine, health > Chinese Medicine > Of Pharmacy > Traditional Chinese medicine chemical > Chemical analysis and identification
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