黄酮类化合物研究(Ⅵ)——8-溴代异黄酮类化合物的合成研究

高等学校化学学报 ›› 1988, Vol. 9 ›› Issue (3): 292.

黄酮类化合物研究(Ⅵ)——8-溴代异黄酮类化合物的合成研究

岳保珍, 顾颂逦, 蔡孟深

北京医科大学药学院

收稿日期:1986-09-02 出版日期:1988-03-24 发布日期:1988-03-24
基金资助:
中国科学院科学基金

Studies on Flavonoids (Ⅵ)——Synthesis of the 8-Bromo-4′,7-Dihydroxyisoflavone

Yue Baozhen, Gu Songli, Cai Monshen

Beijing Medical University, School of Pharmacy, Beijing

Received:1986-09-02 Online:1988-03-24 Published:1988-03-24

摘要/Abstract

摘要： 为了在4′,7-二羚基异黄酮的8位引入溴原子,我们曾参照Chudgar等人^[1]的工作,将它直接溴化。但所得产物为混合物,难以分离。

Abstract: 8-Bromo-4′ 7-dihydroxy isoflavone(Ⅴ) was synthesized from 2-bromorecercinol (Ⅱ).Debromonation occurs unexpectedly by using BF₃-ether as Lewis acid in F.Creaction between Ⅱ and p-methoxy-phenylacetic acid.Demethoxylation of 3-brpmo-2,4-dihydroxy,4′-methpxy .deoxybenzoin(Ⅲ) was carried out in CH₃CN at - 10℃ with excess of BBr₃ (1:10mol).3-bromd-2,4,4′-trihydroxydeoxybenzoih(Ⅳ) was cyclized with N,N-dimethyl formamide dimethyl acetal to give Ⅴ,and a by product, 4′,7-dimethoxyisoflavone, was also isolated, Ⅳ was also prepared by the direct bromination of 2,4,4′ -trihydroxydepxybenzoin.

TrendMD:

岳保珍, 顾颂逦, 蔡孟深. 黄酮类化合物研究(Ⅵ)——8-溴代异黄酮类化合物的合成研究. 高等学校化学学报, 1988, 9(3): 292.

Yue Baozhen, Gu Songli, Cai Monshen . Studies on Flavonoids (Ⅵ)——Synthesis of the 8-Bromo-4′,7-Dihydroxyisoflavone. Chem. J. Chinese Universities, 1988, 9(3): 292.