發(fā)布時間：2018-06-04 06:12

  本文選題：光化學 + 硼化學��； 參考：《合肥工業(yè)大學》2017年碩士論文

【摘要】：烷基硼試劑是有機合成中重要且有用的結(jié)構(gòu)基元。和傳統(tǒng)的有機金屬試劑(如烷基鎂、鋅、錫等試劑)相比,烷基硼試劑具有毒性低、易純化以及對空氣和水汽穩(wěn)定等優(yōu)點。有機硼試劑可以進行多種官能團反應。例如,可以將有機硼試劑轉(zhuǎn)化成羥基、鹵素、三氟甲基、三氟甲硫基、氨基等。我們當前的研究主要是通過光催化的手段發(fā)展一些烷基硼試劑的新偶聯(lián)反應。腈類化合物不僅是重要的藥物分子還是有機合成中的重要中間體,可以進一步轉(zhuǎn)化成羧酸、酰胺、酯、胺等重要化合物。在此背景下,我們發(fā)展了可見光催化烷基硼酸鉀鹽脫硼腈基化反應。我們的新反應為一級、二級、三級烷基腈的合成提供了通用、高效、簡便的方法。此外,使用的腈基化試劑是商業(yè)可得的無毒試劑:對甲基苯磺�；�(TsCN)。吡啶氮氧化物及其衍生物是組成生物活性分子和藥物分子的重要結(jié)構(gòu)單元之一。近年來,發(fā)展吡啶氮氧化物官能團化的新方法引起了人們更加廣泛地重視。我們提出應用光催化的手段實現(xiàn)吡啶氮氧化物直接鄰位選擇性C-H烷基化反應。該反應使用簡便易得的光催化劑并且具有很好的官能團兼容性。因而,當前的方法為鄰位烷基取代的啶氮氧化物高效合成提供了新的路徑。
[Abstract]:Alkyl boron reagent is an important and useful structural unit in organic synthesis. Compared with traditional organometallic reagents, such as alkyl magnesium, zinc and tin, alkyl boron reagents have the advantages of low toxicity, easy purification and stability to air and water vapor. Organic boron reagents can react with various functional groups. For example, organic boron reagents can be converted to hydroxyl, halogen, trifluoromethyl, amino, etc. Our current research is to develop some new coupling reactions of alkyl boron reagents by photocatalysis. Nitriles are not only important drug molecules but also important intermediates in organic synthesis. They can be further transformed into carboxylic acids, amides, esters, amines and other important compounds. In this context, visible light catalyzed alkyl borate potassium salt deboronitrile reaction was developed. Our new reaction provides a general, efficient and simple method for the synthesis of alkylonitrile of first, second and third order. In addition, the nitrile group reagent used is a commercially available nontoxic reagent: p-methylphenylsulfonyl nitrile (TsCNN). Pyridine nitrogen oxides and their derivatives are one of the important structural units of bioactive molecules and drug molecules. In recent years, more and more attention has been paid to the development of pyridine nitrogen oxide functionalization. The direct ortho-selective C-H alkylation of pyridine nitrogen oxides by photocatalysis is proposed. This reaction uses a simple and easy-to-get photocatalyst and has good functional compatibility. Therefore, the current method provides a new route for the efficient synthesis of o-alkyl substituted pyridine nitrogen oxides.
【學位授予單位】：合肥工業(yè)大學
【學位級別】：碩士
【學位授予年份】：2017
【分類號】：O621.251

【參考文獻】

相關(guān)期刊論文 前1條

1 王光祖;赫俠平;戴建軍;許華建;;銅促進的三氟甲基化反應研究進展[J];有機化學;2014年05期

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本文編號：1976305