摘要吲哚类含硫化合物存在于许多生物活性分子内，许多硫化吲哚化合物具有抗癌、抗病毒、抗氧化等活性已被国内外先驱所报道。毫无疑问，开发一些一些有效的、实用的方法去合成一些含硫吲哚化合物吸引了许多化学家们的注意。特别是2位或3位的取代吲哚。在较温和条件下（100摄氏度左右），控制同一种催化剂实现吲哚及其衍生物与二硫醚反应，制得3位C-S偶联芳烃化的吲哚。主要内容如下： 74662

首先，用吲哚同二硫醚反应在加碱催化剂时得到了少量产物，进一步优化得最佳反应条件。取代的吲哚反应兼容性都很好，并分别以较好的收率得到了对应的10种芳烃化产物。

最后，对吲哚和二硫化物的反应机理进行了探讨，提出一种亲电加成机理，认为最初是由于S-S键断裂产生一种内酯正离子才得以进行亲电加成，最终得到预期产物；将该机理推广到吲哚和硫醚的反应，也是形成了内酯正离子得以亲电加成，得到产物。   

通过柱层析的方法分离得到纯净的产物，得到了H 谱、C谱、质谱、XRD、红外数据，经对照、模拟、推断，确定了各产物结构。

众所周知，催化剂的选择，是优化实验的最佳途径。因此，在催化剂的选用方面，我也做出了一系列实验，其他研究者通过金属催化的效果虽然好，但是经济效益不佳，此次我用不同的碱来催化反应，期待找出效率高，成本低的最优方案。

Abstract：Indolyl thioether groups are key structural units found in various biological active compounds, recently, many sulfenylindoles were reported possess activities of anticancer, antiviral, antioxidant。 Undoubtedly, developing numerous practical methods to synthesis indolyl thioether have attracted increasing attention from synthetic chemists。 Particularly, the C2- and C3-substituted of indole。Under relatively mild conditions (110 degrees Celsius)，Control of the same catalyst and the reaction of indole and its derivatives with two sulfur ether，Prepared 3 C-S coupling of aromatic alkylation of indoles。The main contents are as follows:

First, use of indole with disulfide ether reaction in alkaline catalyst has been a small amount of product, further optimization optimum reaction conditions。 A series of indole derivatives and expanding the (chloro indole, brominated indole, gramine, nitro indole, cyano indole, etc。)。 Substituted indole reaction compatibility are good respectively, and in good yield has been corresponding to 10 kinds of aromatic alkylation product。

Finally, the reaction mechanism of indole and disulfides were discussed, put forward an electrophilic addition mechanism that was originally due to the S-S bond cleavage produces a lactone positive ion was able to undergo electrophilic addition, final products are expected; the mechanism is extended to the reaction of indole and sulfide, also formed a lactone positive ions can be electrophilic addition, to obtain the product。

The structures of all products were purified by column chromatography, and characterized by NMR、HRMS、IR、XRD 。 

As is known to all, the selection of catalysts is the best way to optimize the experimental。 Therefore, in the selection of catalysts, I also made a series of experiments, other researchers by the effect of the catalytic metal although good, but economic benefit poor, this time I used different alkali catalytic reaction, looking forward to identify high efficiency, low cost of the optimal solution。

毕业论文关键词：吲哚；3位C-S偶联；衍生物；硫醚；催化剂 

Keyword: Indoles compound；C-S coupling；derivative；Thioether；catalyst

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