苯乙烯衍生物的双官能团化反应研究-化学专业论文.docxVIP

II II Abstract Study on the difunctionalization of styrenes Study on the difunctionalization of styrenes Abstract Organosulfur and organophosphorus compounds are two classes of important compounds, they are prepared via C-S and C-P bond formation in common. Here reports the new protocols for effective formation of C-S and C-P bonds. This thesis contains two parts. The first part develops a facile and efficient protocol of oxythiocyanation of styrenes with ammonium thiocyanate. The reaction proceeded under mild conditions to afford the phenacylthiocyanates in moderate to good yields. This method is straightforward, green and cost-effective, requires no catalyst, additives or other oxidant except O2. The second part involves the reaction of phosphorus- centered radicals with styrenes and anilines catalysed by silver nitrate to afford diphenyl (2-aryl-2-(arylamino)ethyl)phosphine oxides. This reaction has advantages of mild reaction conditions, wide scope of substrates, good selectivity and good yield. Key words: styrene, ammonium thiocyanate, phosphorus radical, difunctionalization. Written by Kui Liu Supervised by Prof. Jian-Ping Zou 目 录 第一章 苯乙烯衍生物的氧化-硫氰基化反应 1 HYPERLINK \l _bookmark0 1.1 文献小结 1 HYPERLINK \l _bookmark1 1.1.1 硫氰酸盐参与的有机反应 1 HYPERLINK \l _bookmark2 1.1.2 α-硫氰基羰基化合物的合成方法 3 HYPERLINK \l _bookmark3 1.1.3 通过自由基过程生成 α-硫氰基羰基化合物 6 HYPERLINK \l _bookmark4 1.2 结果与讨论 6 HYPERLINK \l _bookmark5 1.2.1 条件优化 6 HYPERLINK \l _bookmark6 1.2.2 底物拓展 8 HYPERLINK \l _bookmark7 1.2.3 机理讨论 12 HYPERLINK \l _bookmark8 1.3 实验部分 13 HYPERLINK \l _bookmark9 1.4 谱学数据 13 HYPERLINK \l _bookmark10 1.5 参考文献 18 HYPERLINK \l _bookmark11 第二章 苯乙烯衍生物的胺化-膦酰化反应 20 HYPERLINK \l _bookmark12 2.1 研究背景 20 HYPERLINK \l _bookmark13 2.1.1 醋酸锰引发的膦自由基与不饱和键的反应 20 HYPERLINK \l _bookmark14 2.1.2 银盐引发的膦自由基与不饱和键的反应 22 HYPERLINK \l _bookmark15 2.2 结果与讨论 24 HYPERLINK \l _bookmark16 2.2.1 条件优化 25 HYPERLINK \l _bookmark17 2.2.2 底物拓展 26 HYPERLINK \l _bookmark18 2.2.3 机理讨论 34 HY