【摘要】：由于C-H鍵直接官能團(tuán)化反應(yīng)與傳統(tǒng)方法相比具有高效、原子經(jīng)濟(jì)性、步驟簡單、成本低廉等優(yōu)勢,近年來得到化學(xué)家的廣泛關(guān)注,并成功地應(yīng)用于藥物分子、天然產(chǎn)物和功能材料的合成。大多數(shù)有機(jī)分子含有多個(gè)C-H鍵,選擇性地對(duì)特定位置上C-H鍵進(jìn)行官能團(tuán)轉(zhuǎn)化,合成高附加值的目標(biāo)產(chǎn)物是該領(lǐng)域的一個(gè)棘手問題,化學(xué)家通過在底物中引入誘導(dǎo)基成功地解決了該問題。此外,雜環(huán)化合物中雜原子的存在使得分子中C-H鍵活性存在明顯差異,無需導(dǎo)向基團(tuán)既可以實(shí)現(xiàn)特定位置的區(qū)域官能團(tuán)化,利用這一性質(zhì),科學(xué)家們實(shí)現(xiàn)了大量的雜環(huán)化合物的區(qū)域選擇性官能團(tuán)化反應(yīng)。另外,吲哚廣泛地存在于生物活性分子和天然產(chǎn)物中,并且是重要的有機(jī)合成中間體,因此關(guān)于吲哚衍生物的合成方法研究一直是有機(jī)化學(xué)家研究的熱點(diǎn)之一。本論文主要研究了通過多分子串聯(lián)反應(yīng),以簡單吲哚、醛和醇為底物,堿促進(jìn)一鍋法合成3-烷氧基甲基吲哚衍生物(Scheme 1)。該方法高效、快捷、成本低廉、原料易得,并且無需添加過渡金屬及其他的添加劑。依據(jù)實(shí)驗(yàn)結(jié)果及相關(guān)文獻(xiàn)報(bào)道,推測反應(yīng)機(jī)理如下(Scheme 2):
[Abstract]:Because C-H bond direct functional reaction has the advantages of high efficiency, atomic economy, simple steps and low cost compared with traditional methods, it has been widely concerned by chemists in recent years, and has been successfully applied to drug molecules. Synthesis of natural products and functional materials. Most organic molecules contain multiple C-H bonds. The selective conversion of C-H bonds to specific sites and the synthesis of target products with high added value are a thorny problem in this field. Chemists successfully solved the problem by introducing inducers into the substrate. In addition, the presence of hetero atoms in heterocyclic compounds makes the C-H bond activity in the molecule significantly different. Scientists have achieved a large number of heterocyclic compounds of regioselective functional reactions. In addition, indole widely exists in bioactive molecules and natural products, and is an important intermediate of organic synthesis. Therefore, the research on the synthetic methods of indole derivatives has been one of the hot spots of organic chemists. In this paper, the synthesis of 3-alkoxy methyl indole derivative (Scheme _ 1) in one pot with simple indole, aldehyde and alcohol in series reaction was studied. The method is efficient, fast, low cost, easy to obtain raw materials and does not need to add transition metal and other additives. According to the experimental results and related literature reports, the mechanism of the reaction is as follows (Scheme 2):
【學(xué)位授予單位】：鄭州大學(xué)
【學(xué)位級(jí)別】：碩士
【學(xué)位授予年份】：2017
【分類號(hào)】：O626

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相關(guān)期刊論文 前2條

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本文編號(hào)：2210031