基于碳氢活化的吲哚硝化反应研究
关键词 碳氢键活化 吲哚 导向基团 硝化 偶联
毕业论文设计说明书外文摘要
Title C2-Nitration of Indoles via C-H Activation Assisted by a Removable Group
Abstract
This paper intends to pursue a nitration reaction via C-H activation catalyzed by transition metal,orientated by directing group,in order to achieve the C2-Nitration of indoles in a efficient and green way. This way is in conformity with the principle of atom economy, environmentally and friendly. Also，a higher selectivity can be achieved with the direct C-H activation method. The experiments in this paper can achieve the C2-nitration of indoles, but improve the selectivity and to achieve effective product separation remains to be further studied. Experimental results show that the reaction can better realize the Copper-Mediated direct C2-Homocoupling of indoles via C-H activation assisted by a removable pyrimidyl group.The installation of a removable pyrimidyl group on the indole nitrogen atom is the key for the C2 selectivity. A series of indole substrates underwent cross-dehydrogenative-homocoupling effectively at the C2 position, affording the corresponding 2,2'-biindole cores of fundamental importance in material and pharmaceutical chemistry.
Keywords C-H Activation / Indole / Directing group / Nitration / Homocoupling
目 次
1 引言 1
1.1 硝化反应的背景及意义 1
1.1.1 芳香族硝基化合物 2
1.1.2 吲哚及其衍生物 2
1.2 碳氢键活化的发展 3
1.2.1 碳氢活化的背景 3
1.2.2 碳氢活化的意义 3
1.2.3 碳氢活化的应用前景 4
1.2.4 导向基团的发展 4
1.3 过渡金属催化碳氢键硝化的反应进展 5
1.4 课题研究进展及应用背景 9
2 实验部分11
2.1 合成底物11
2.1.1 合成方法及原理11
2.1.2 实验试剂与仪器11
2.1.3 实验步骤12
2.2 吲哚硝化反应研究13
2.2.1 实验分析13
2.2.2 实验总结14
2.3 吲哚偶联反应研究14
2.4 条件优化15
2.5 底物扩展16
2.6 产物表征（NMR谱图见附录）17
3 结果与讨论 21
结论 22
致谢 23
参考文献24
附录 27