吲哚衍生物的合成

Abstract
[Objective] Indole compounds have been very important chemical raw materials since the 20th century, and are widely used in pharmaceutical, pesticide, spice, food and dye additives and other fields. In recent years, indole as the basic skeleton of the compound in the use of medicine is extremely extensive, the current known natural indole extraction derivatives up to more than 3,000 species, of which more than 40 can be used as a treatment for the disease, commonly used: drugs for the treatment of migraine-scattered Matan; an antitoxin of plants- Brazilian alkali, which is often used to effectively prevent microorganisms from attacking the human body and also plays a significant role in maintaining intra-body balance, is a very effective drug; the commonly used plant growth hormone 2-benzyl indole -3-formic acid is an important regulatory drug. There are also many indole skeleton compounds in the treatment of tumors, asthma, diarrhea, AIDS, renal colic, fine and less fine symptoms are also widely used. Although indole derivatives have been studied for many years, the research value of indole derivatives is still very high, and there are great research prospects in green, simple, inexpensive and clinical applications.
【方法】实验选择苯丙炔乙酯和苯胺为原料，在碱的条件下，通过铜催化加成氢化以及铜催化脱氢偶联反应生成吲哚衍生物。实验过程中通过充分探索反应溶剂、碱、催化剂、配体及氧化剂对反应的影响，发现该实验优化的条件为：KHCO3作为碱，CuCl2作为催化剂，Phen作为配体，KMnO4作为氧化剂，在苯为溶剂120℃下反应24小时，再以二甲基亚砜为溶剂，在130℃下反应24小时，生成目标产物2-苯基吲哚-3-甲酸乙酯。
【结果】本实验探索了合成吲哚衍生物的方法，用控制单一变量法，对反应条件进行优化筛选，生成的目标产物2-苯基吲哚-3-甲酸乙酯产率可达86.5%。具有操作简单，原料廉价易得，而且对环境几乎不造成污染，在未来的医药研究方面有很大的研究价值。
关键词 吲哚衍生物；2-苯基吲哚-3-甲酸乙酯；氢胺化过程；加成反应；脱氢偶联反应
摘要 1
Abstract 2
前言 4
1.1 课题背景（或引言） 4
1.1.1 吲哚类化合物研究的意义 5
2 2-苯基吲哚-3-甲酸乙酯合成与结构表征 7
2.1 实验仪器与试剂 7
2.1.1 实验仪器 7
2.2 反应底物的制备 8
3 铜催化吲哚衍生物合成反应条件研究 12
3.1 反应条件的筛选与优化 12
3.1.1 溶剂对反应的影响 12
3.2 小结 13
结论 14
文献 15
致谢 17
摘要
【目的】吲哚化合物从20世纪至今都是非常重要的化学原料，在医药、农药、香料、食品和染料添加剂等领域应用都非常广泛。最近几年的时间里，吲哚为基本骨架的化合物在医药方面的应用极其的广泛，目前已知的天然吲哚提取衍生物多达3000余种，其中有40多种可以用来作为治疗疾病的用药，苯基吲哚-3-甲酸乙酸是重要的的调节药物。经常使用的植物生长激素2-还有很多吲哚骨架的化合物在治疗肿瘤、哮喘、泻下、艾滋病、肾绞痛、绝精及少精症状应用也极其的广泛。尽管吲究价值依然很高，在绿色、简单、廉价以及在临床方面的应用都有很大的研究前景。
[The method] Experiment selected Benzyl ethyl ester and aniline as raw materials, under the condition of alkali, through copper catalytic addition hydrogenation and copper catalytic dehydrogenation reaction to produce indole derivatives. By fully exploring the effects of reaction solvents, alkalis, catalysts, ligands and oxidants on the reaction, it was found that the experimental optimization conditions were: potassium bicarbonate as alkali, copper chloride as catalyst, adjacent Fresnel as ligand, potassium permanganate as oxidant, 120 ℃ under benzene as solvent for 24 hours, and then two methyl sulfoxide as solvent , The reaction was 24 hours under 130 ℃, and the target product 2-benzyl indole -3-Formate was produced, and the yield could reach 86.5%.