摘要：二氟烷基化中的C-F键非常牢固，所以通常被引入到有机分子中，可以显著改变分子的代谢稳定性和生物利用度。本课题拟用α, α, α-碘二氟苯乙酮为底物,与苯乙炔、苯硼酸进行三组分反应研究，探索三组分的最佳反应条件，当用5摩尔的Pd(PPh3)4做催化剂，K3PO4做碱，甲苯作溶剂，在60摄氏度下，反应12小时，可得到最高产率85%；其次，我们设计合成了9个α,α,α-碘二氟丙酮类含氟砌块，如苯环上带有供电子基(-CH3，-OCH3)，卤素(-F, -Cl和-Br)以及强吸电子基(-CF3)等α,α,α-碘二氟苯乙酮类砌块，此外还以良好的收率得到了萘和噻吩等结构的α,α,α-碘二氟丙酮类含氟砌块。78148

毕业论文关键词：二氟烷基化;α, α, α-二氟碘代酮;三组分反应

The alpha, alpha, alpha, alpha, alpha-iodide, and three components of phenylacetylene and benobic acid were studied by the transition metal     

Abstract：The C-F bond of difluoroalkylation is very strong, It is often introduced into organic molecules that can significantly alter the Molecular metabolic stability and bioavailability。This topic meta-pragmatic alpha, alpha, alpha iodine two fluorine acetophenone as substrate, three components with phenyl acetylene, the benzene boric acid reaction research, explore the optimum reaction conditions of three components, when we use 5 Moore Pd(PPh3) 4 as catalyst, alkali K3PO4 do, toluene as solvent, under 60 degrees Celsius, the reaction for 12 hours, can get the most high yield rate was 85%。 ; Secondly, we designed and synthesized nine alpha, alpha, alpha iodine two fluorine acetone class containing fluorine block, such as benzene rings with for electronic (CH3, - OCH3), halogen (-f, Cl and Br) as well as the strongelectron-withdrawing group (- CF3) such as alpha, alpha, alpha iodine two fluorine of phenyl ethyl ketone block, moreover also got naphthalene by the good yield and thiophene structure such as alpha, alpha, alpha iodine acetone class two fluorine containing fluorine block。

Keywords ：difluoroalkylation ; α, α, α-difluoroodone ; Three components of the reaction

目录

1 课题研究意义 1

2文献综述 3

2。1 自由基引发剂参与的二氟烷基化反应 3

2。2 过渡金属促进的二氟烷基化反应 4

2。2。1过渡金属促进的偶联反应 5

2。2。2 过渡金属促进的自由基加成反应 7

2。3 多组分反应 9

2。3。1多组分反应的意义 9

2。3。2 多组分自由基反应合成含氟化合物 10

3 实验部分 12

3。1研究目标 13

3。2主要仪器与试剂 13

3。3实验操作 13

3。3。1 α, α, α-碘二氟苯乙酮与苯乙炔、苯硼酸三组分反应条件的合成通法 14

3。3。2 含氟砌块底物的扩展 14

3。4结果与讨论 15

3。4。1三组分反应的最佳反应条件 15

3。4。2 α, α, α-二氟碘代酮类含氟砌块 16

3。5核磁共振(NMR)谱图解析 18

3。5。1氢谱解析