α-氟烯烃酯（酮）的合成与应用
本论文主要针对传统α-氟烯烃酮（酯）合成方法中起始原料复杂或昂贵、选择性较低、金属催化剂价格较高等缺点，以氟化β-酮酸酯或氟化β-二酮为原料，以碳酸铯为碱催化，经过脱酰化过程与醛作用生成α-氟烯烃酯（酮），条件温和，起始原料简单易得，选择性高。28232
在制备α-氟烯烃酮的基础上，本文进一步研究α-氟烯烃酮与硫醇等的硫杂迈克尔加成反应。本文以催化剂种类及其用量为主要考察对象，探索较优的反应条件。
利用本文脱酰化催化体系研究三氟甲基化β-二酮的脱酰化过程，主要考察对象为三氟甲基化方法，脱酰化催化剂体系等。
关键词 α-氟烯烃酮 硫杂迈克尔加成 三氟甲基化 脱酰化
毕业论文设计说明书外文摘要
Title Synthesis and application of α-fluor-α,β-unsaturated carbonyl compounds
Abstract
Nowadays, organofluorine compounds have aroused considerable interest in academic due to their growing importance in drug development. In particular, α-fluoro-α,β-unsaturated esters (or ketones), as precursors to lots of biologically active compounds, have become the topic focus from the 90s.
In this paper, a kind of α-fluoro-α,β-unsaturated ketones is prepared through the deacylation process, using 2-fluoro-1,3-dione as the starting material. A high yield is achieved without expensive catalyst or harsh reaction conditions.
With the α-fluoro-α,β-unsaturated ketone prepared above, the futher study about thia-michael addition of α-fluoroolefins and thiols is carried out in many ways.
The main investigation objects for it, including the kind and amount of catalyst, reaction temperature and time, etc. Finally, the optimal reaction condition is explored, and applied to different kinds of sulfur.
Trifluoromethylation of 1,3-dione is also discussed.2-trifluoromethyl-1,3-dione is used for study of deacylation.
Keywords α-fluoroolefins Thia-Michael addition Deacylation trifluoromethylation
目 次
1 绪论 1
1.1 氟原子的特殊性 1
1.2 几种α-氟烯烃酯（酮）药物 2
1.3 α-氟烯烃酮（酯）类化合物的合成方法 2
1.4 Thia-Michael加成反应 7
1.5 本论文研究思路 10
2 α-氟烯烃酮的制备 12
2.1 引言 12
2.2 实验试剂及仪器 12
2.3 实验部分 13
2.4 分析与讨论 14
2.5 本章小结 14
3 α-氟烯烃酮与硫化物的Thia-Michael加成反应 16
3.1 引言 16
3.2 试剂与仪器 16
3.3 α-氟烯烃酮Thia-Michael加成反应的一般步骤 17
3.4 分析与讨论 17
3.5 本章小结 20
4 三氟甲基化β-二酮的脱酰化过程 21
4.1 引言 21
4.2 试剂与仪器 22
4.3 2-卤-1,3-二苯基-1,3-丙二酮的制备 23
4.4 卤化物的三氟甲基化过程 24
4.5 分析与讨论 24
4.6 本章小结 25
结 论 26
致 谢 27
参考文献28