摘要
目的开发一种新的合成异黄酮的方法,使其合成更高效、低毒、有抗癌活性的含氟异黄酮化合物。方法以3-碘色原酮为原料经锌粉插入合成3-碘色原酮锌试剂,再在6%Ni Cl2(PPh3)2催化下与卤代芳烃经Negishi交叉偶联反应合成含氟异黄酮化合物。结果合成了7种含氟异黄酮,其中2'-三氟甲基异黄酮、3'-三氟甲基异黄酮、4'-三氟甲基异黄酮、6-氟-2'-三氟甲基异黄酮、6-氟-3'-三氟甲基异黄酮共5种含氟异黄酮尚未见文献报道。目标产物经IR、HRMS、NMR结构表征确定。结论本合成方法具有环境友好、快速便捷、反应路线短,总产率高、易于放大等优点,是一种绿色、高效合成含氟异黄酮的新方法。
Objective To develop a new method for synthesis of isoflavones in order to synthetic more efficient,low toxicity and have antitumor activity isoflavones. Methods 3-iodochromonone zinc reagent was synthetised by the insert of zinc to 3-iodochromonone,then Negishi cross-coupling reaction happened under the catalyst of 6% Ni Cl2（ PPh3）2with halogenated benzene. Results Seven fluoride isoflavones were synthetised,and five of them have not been reported in literature,they were 2＇-CF3 isoflavone,3＇-CF3 isoflavone,4＇-CF3 isoflavone,6-F-2＇-CF3 isoflavone,6-F-3＇-CF3 isoflavone. The target products have been characterized by IR,HRMS,NMR spectroscopy. Conclusion This is a kind of green and efficient new method for the synthesis of fluoride isoflavones. This method has advantages of environment friendly,fast and convenient,short reaction routes,high output rate,and easy to enlarge,etc.
出处
《中国生化药物杂志》
CAS
2015年第1期156-159,162,共5页
Chinese Journal of Biochemical Pharmaceutics
基金
周口师范学院青年科研基金(zknuc0203)
