本文選題：三氟甲基化　切入點：4-三氟甲基對醌醇　出處：《東北師范大學(xué)》2017年博士論文　論文類型：學(xué)位論文

【摘要】：三氟甲基芳烴廣泛應(yīng)用于醫(yī)藥、農(nóng)藥、材料等領(lǐng)域。與其日益廣泛的應(yīng)用相比,天然的三氟甲基芳烴十分罕見,現(xiàn)有的合成方法存在選擇性、通用性差等諸多問題。因此,三氟甲基芳烴的合成方法一直備受關(guān)注。本論文基于前修飾合成策略,以簡單易得的4-三氟甲基對醌醇為原料,發(fā)展了簡潔、高效的三氟甲基芳烴的新合成策略。論文共分五個章節(jié)。第一章主要綜述了三氟甲基芳烴的合成方法和4-三氟甲基對醌醇的合成及反應(yīng)。第二章提出了本論文的選題依據(jù)。第三章為基于4-三氟甲基對醌醇的雙親核加成/芳構(gòu)化反應(yīng)研究。以4-三氟甲基對醌醇作為雙親電體,通過間位雙官能團化新合成策略,高區(qū)域選擇性地合成了多取代三氟甲基芳烴。第四章研究了通過現(xiàn)場生成的對三氟甲基芐基親電體與酰胺或富電子芳烴的反應(yīng),創(chuàng)建了合成對三氟甲基芐基化合物的新方法。所合成的磺酰胺可作為親電的三氟甲基芐基化試劑,進(jìn)一步合成多樣的三氟甲基芐基化合物。第五章研究了三價銠催化的N-甲氧基芳甲酰胺與4-三氟甲基對醌醇的反應(yīng)。反應(yīng)經(jīng)串聯(lián)、形式上的anti-Michael加成/芳構(gòu)化/內(nèi)酯化反應(yīng),區(qū)域選擇性的構(gòu)建了三氟甲基雙苯并吡喃酮衍生物。
[Abstract]:Trifluoromethyl aromatics are widely used in medicine, pesticides, materials and other fields. Compared with their increasingly widespread applications, natural trifluoromethyl aromatic hydrocarbons are rare, and the existing synthesis methods have many problems, such as selectivity, poor versatility, and so on. The synthesis of trifluoromethyl aromatics has attracted much attention. In this paper, based on the strategy of pre-modification synthesis, simple and easy to obtain 4-trifluoromethyl p-quinone alcohol was used as raw material. The paper is divided into five chapters. The first chapter summarizes the synthesis methods of trifluoromethyl aromatics and the synthesis and reaction of 4-trifluoromethyl p-quinone alcohols. The third chapter is about the study of the amphiphilic nucleation / aromatization reaction of 4-trifluoromethyl p-quinone alcohol, using 4-trifluoromethyl p-quinone alcohol as the amphiphilic electrobody, Polysubstituted trifluoromethyl aromatics (PAHs) were synthesized selectively in high region by a new synthesis strategy of m-bifunctional group. In Chapter 4th, the reaction of p-trifluoromethyl benzyl electrophilic bodies with amides or electron-rich aromatics was studied. A new method for the synthesis of p-trifluoromethyl benzyl compounds was established. The synthesized sulfonamide can be used as an electrophilic trifluoromethyl benzylation reagent. Further synthesis of various trifluoromethyl benzyl compounds. In Chapter 5th, the reaction of trivalent rhodium catalyzed N-methoxy aromide with 4-trifluoromethyl p-quinone alcohol was studied. The reaction was in series and in the form of anti-Michael addition / aromatization / internal esterification. Trifluoromethyl bisbenzopyranone derivatives were constructed by regioselectivity.
【學(xué)位授予單位】：東北師范大學(xué)
【學(xué)位級別】：博士
【學(xué)位授予年份】：2017
【分類號】：O625.46

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