α-氟-α,β-不饱和羰基化合物的合成研究-有机化学专业毕业论文.docx

硕士学位论文旺-氟-仉B-不饱羰基化合物的合成研究
摘 要
含氟化合物因其独特的生物活性和优异的物理化学性质,在医药、农药、涂料、材料等领域一直都有广泛的应用。含氟有机化合物,【,, 涉及多种重要药物,以突出的药效和生物活性在临床市场已经热销多年。在Q,【位引入氟原子,能大大改善分子本身的生物活性和理化性质,因此,,。
本文通过q,,, 采用Selectfluor作为氟源,将氟原子导入查耳酮,肉桂酸酯,。反应的最佳条件为:,,
反应时间12 h,和DMF的混合溶剂,:DMF=9:1, 最高收率达到65%。,,其中8种为新化合物, 所得产物经过。H NMR,13C NMR,㈣F NMR、HRMS、。
q,,因为这样有效
地避免了Ⅱ,,该反应条件温和,无需催化剂,而且反应收率高,适用底物范围广。
关键词:含氟药物,Ⅸ,,C-H氟化,Selectfluor
万方数据
Abstract 硕士学位论文
Abstract
Fluorine—pounds have been widely used in pharmaceuticals,pesticides, paints and materials because of their unique biological activity and physicochemical -pounds,especially 0【-fluoro-a,13-unsaturated pounds,related to a variety of important drugs with outstanding efficacy and biological activity,have been selling in the clinical market for many to the introduction of fluorine atom to a-position of a,13一unsaturated pounds,the physicochemical properties and bio logical activety of the mo lecules can be greatly improved. Thus,it is significant tO develop a simple and practical method for the synthesis of a-fluoro—-unsaturated pounds.
In this paper,0【-fluoro—C【,p·pounds was synthesized by direct C-H fluorination of a, was used as the F-source,which introduces the flourine atom into a,13-unsaturated pounds such as chalcones, and quino linones to afford the Q-fluorinated optimum reaction conditions are as follows:the equivalent of Selectfluor was 2-,the temperature was ,the reaction time was 1 2 h一36 h,the solvent was a mixture of and DMF,:DMF=9:1,and the yield was up to 65%.40 kinds of a-,13-unsaturated pounds were synthesized and 8 of them were products
were characterized by
Diffraction.
Direct C