含二氟亚甲基苯甲酰类化合物的合成研究
发布时间：2018-10-08 13:20
【摘要】：由于含氟化合物独特的物理化学性质以及生理活性,使得含氟化合物在药物化学,材料和生命科学等领域得到了广泛的应用。尤其是含有二氟亚甲基的化合物表现出特殊的生物活性。在这些化合物中,由于含二氟亚甲基苯甲酰类化合物具有合成应用价值和潜在的生物活性,此类化合物的研究引起了人们广泛的兴趣。在过去的几年,尽管大量高效的二氟烷基化方法被报道,但是对于构建含二氟苯甲酰类化合物的研究较少。本论文首先合成了一类官能团化的含氟砌块:α,α,α-碘二氟丙酮类化合物,并以其为含氟试剂与炔烃进行自由基反应,我们还研究了其与炔烃,苯硼酸的三组分反应,为合成含二氟亚甲基苯甲酰类化合物提供了一种的新方法。本论文的第2章中,我们合成了一类α,α,α-碘二氟丙酮类化合物,并研究了其与不同种类的炔烃的加成反应,筛选出了最优的反应条件,即使用20 mol% AIBN为自由基引发剂,无溶剂,在氮气保护下80℃反应12小时,以高达88%产率和高的立体选择性得到了官能团化二氟取代的烯基碘化物,在Pd催化剂下,该加成产物能进一步发生偶联反应得到官能团化的多取代含二氟亚甲基苯甲酰类化合物。最后,我们对加成反应的机理进行了初步的讨论。本章共合成9个含氟砌块,19个加成产物和2个偶联产物。本论文的第3章中,我们研究了 α,α,α-碘二氟丙酮类化合物与苯硼酸,炔烃的三组分反应,我们对反应的催化剂,碱,溶剂和温度等进行了筛选,最终确定了最优反应条件,即使用5 mol%Pd(PPh3)4为催化剂,K3P04(2equiv)为碱,甲苯为溶剂,在氮气保护下60℃反应12小时,以良好的产率得到了目标产物。本章共合成10个官能团化二氟亚甲基苯甲酰类化合物。
[Abstract]:Because of the unique physical and chemical properties and physiological activities of fluorinated compounds, fluorinated compounds have been widely used in the fields of pharmaceutical chemistry, materials and life sciences. In particular, compounds containing difluoromethylenes exhibit special biological activity. Among these compounds, the research of difluoromethylbenzoyl compounds has attracted extensive interest because of their potential biological activity and synthesis value. In the past few years, although a large number of highly efficient difluoroalkylation methods have been reported, there have been few studies on the construction of difluorobenzoyl compounds. In this paper, a class of functional fluorinated blocks, 伪 -iodifluoroacetone compounds, were synthesized and reacted with alkynes by free radical reaction with alkynes and phenyboric acids. A new method for the synthesis of difluoromethylene benzoyl compounds is provided. In chapter 2 of this thesis, we synthesized a class of 伪, 伪 -iodifluoroacetone compounds, studied their addition reaction with different kinds of alkynes, and screened out the optimal reaction conditions, that is, using 20 mol% AIBN as free radical initiator, solvent free. At 80 鈩，
本文编号：2256905
[Abstract]:Because of the unique physical and chemical properties and physiological activities of fluorinated compounds, fluorinated compounds have been widely used in the fields of pharmaceutical chemistry, materials and life sciences. In particular, compounds containing difluoromethylenes exhibit special biological activity. Among these compounds, the research of difluoromethylbenzoyl compounds has attracted extensive interest because of their potential biological activity and synthesis value. In the past few years, although a large number of highly efficient difluoroalkylation methods have been reported, there have been few studies on the construction of difluorobenzoyl compounds. In this paper, a class of functional fluorinated blocks, 伪 -iodifluoroacetone compounds, were synthesized and reacted with alkynes by free radical reaction with alkynes and phenyboric acids. A new method for the synthesis of difluoromethylene benzoyl compounds is provided. In chapter 2 of this thesis, we synthesized a class of 伪, 伪 -iodifluoroacetone compounds, studied their addition reaction with different kinds of alkynes, and screened out the optimal reaction conditions, that is, using 20 mol% AIBN as free radical initiator, solvent free. At 80 鈩，
本文编号：2256905
本文链接：https://www.wllwen.com/kejilunwen/huaxue/2256905.html
教材专著
