本文關(guān)鍵詞： 氟代芳烴 氨基化反應(yīng) α-三氟甲基苯乙烯 叔烷基格氏試劑 含叔烷基的偕二氟苯乙烯　出處：《華東理工大學(xué)》2017年碩士論文　論文類型：學(xué)位論文

【摘要】：在有機(jī)分子中引入氟原子通常會(huì)使母體化合物的化學(xué)、物理和生物學(xué)性質(zhì)發(fā)生明顯的改變,因此有機(jī)氟化合物在藥理學(xué),制藥,農(nóng)業(yè)和材料科學(xué)領(lǐng)域越來越受到重視。但隨著含氟有機(jī)化合物的大量使用,它們對環(huán)境污染問題日顯突出。碳氟鍵的高鍵能使其難以斷裂,因此尋找簡捷高效的方法進(jìn)行碳氟鍵的選擇性斷裂受到有機(jī)合成化學(xué)家們的廣泛關(guān)注。本論文以溫和、高效斷裂碳氟鍵為出發(fā)點(diǎn),研究了氟代芳烴的叔胺化反應(yīng)和α-三氟甲基苯乙烯類化合物與大位阻叔烷基格氏試劑的反應(yīng)。第二章研究了一種無過渡金屬催化的碳氮偶聯(lián)反應(yīng)。該方法以氟代芳烴和仲胺為底物,在n-BuLi和四氫呋喃條件下經(jīng)苯炔中間體發(fā)生碳氮偶聯(lián)反應(yīng)生成芳基叔胺化合物。該方法原料廉價(jià)易得,操作簡單,反應(yīng)收率高。第三章研究了在室溫和氰化亞銅條件下α-三氟甲基苯乙烯類化合物與叔烷基格氏試劑的偶聯(lián)反應(yīng),反應(yīng)經(jīng)SN2'機(jī)理進(jìn)行,選擇性的合成了一系列結(jié)構(gòu)新穎的含叔烷基的偕二氟苯乙烯類化合物。
[Abstract]:The introduction of fluorine atoms in organic molecules usually results in significant changes in the chemical, physical and biological properties of the parent compounds, so organic fluorines are used in pharmacology and pharmaceuticals. More and more attention has been paid to the fields of agriculture and material science. However, with the extensive use of fluorinated organic compounds, the environmental pollution problem becomes more and more serious. The high bond energy of carbon-fluorine bond makes it difficult to break. Therefore, the search for a simple and efficient method for the selective cleavage of carbon-fluorine bonds has attracted wide attention of organic synthetic chemists. In this paper, mild and efficient breakage of carbon-fluorine bonds is the starting point. The tertiary amination of fluorinated aromatics and the reaction of 偽 -trifluoromethyl styrene with large steric hindrance tert-alkyl Grignard reagent were studied. In chapter 2, a carbon-nitrogen coupling reaction without transition metal catalysis was studied. Substituted aromatic hydrocarbons and secondary amines as substrates. Under the conditions of n-BuLi and tetrahydrofuran, aryl tertiary amines were synthesized by carbon-nitrogen coupling reaction of benzene alkyne intermediates. This method is cheap and easy to obtain and easy to operate. In chapter 3, the coupling reaction of 偽 -trifluoromethyl styrene with tert-alkyl Grignard reagent at room temperature and cuprous cyanide was studied, and the reaction was carried out by SN2 'mechanism. A series of novel tert-alkyl-containing difluorobenzene compounds were selectively synthesized.
【學(xué)位授予單位】：華東理工大學(xué)
【學(xué)位級別】：碩士
【學(xué)位授予年份】：2017
【分類號】：O621.25

【參考文獻(xiàn)】

相關(guān)期刊論文 前1條

1 王江;柳紅;;氟原子在藥物分子設(shè)計(jì)中的應(yīng)用[J];有機(jī)化學(xué);2011年11期

，

本文編號：1492512