本文選題：叔膦　切入點：靛紅衍生物　出處：《揚州大學(xué)》2017年碩士論文　論文類型：學(xué)位論文

【摘要】：叔膦作為一類重要的有機膦化合物,在有機合成中有重要的用途。叔膦具有較強的奪氧能力,在很多經(jīng)典的有機人名反應(yīng)如Wittig反應(yīng)、Mitsunobu反應(yīng)以及Staudinger反應(yīng)中,膦的奪氧能力對完成相關(guān)的化學(xué)轉(zhuǎn)化起到了關(guān)鍵的作用。叔膦具有較強的親核性,源于磷原子給出孤對電子的能力和可極化性。近年來,叔膦作為親核有機催化劑作用下的有機新反應(yīng)大量涌現(xiàn),為其在有機合成中的應(yīng)用開辟了新的領(lǐng)域。由于叔膦這些特殊的化學(xué)性質(zhì)決定了它在有機合成中具有廣泛的用途,研究叔膦促進下的有機合成方法學(xué)已經(jīng)成為當(dāng)今有機化學(xué)領(lǐng)域中的一個重要研究方向,吸引了有機化學(xué)家的濃厚興趣。本論文進行了一系列叔膦參與的環(huán)化反應(yīng)研究。1.研究了三苯基膦、丁炔二酸二酯和芐叉茚滿二酮參與的三組分反應(yīng),形成了 14個螺[環(huán)戊[2]烯-1,2'-二氫茚]衍生物。而三苯基膦、丁炔二酸二酯和芐叉氰基頻那酮的三組分反應(yīng)則形成了 12個密取代二氫呋喃衍生物。所合成的26個化合物都通過了核磁、紅外、高分辨質(zhì)譜等手段的表征,并用單晶衍射方法測定了其中4個化合物的單晶結(jié)構(gòu)。2.研究了P NMe2)3、取代靛紅與芐叉氰基頻那酮等參與的環(huán)化反應(yīng),形成了一系列密取代的環(huán)丙烷衍生物。所合成的27個化合物都通過了核磁、紅外、高分辨質(zhì)譜等手段的表征,并用單晶衍射方法測定了其中2個化合物的單晶結(jié)構(gòu)。3.研究了四個藥物中間體的合成工藝。合成路線合成步驟少,所使用的原料價格低廉,并且具有較高的收率,純化過程較為簡單。產(chǎn)品則通過了核磁,氣相,液相等手段的表征。
[Abstract]:Tert-phosphine, as an important organic phosphine compound, has important applications in organic synthesis. Tert-phosphine has a strong ability to capture oxygen, in many classical organic name reactions such as Wittig reaction, Mitsunobu reaction and Staudinger reaction. The ability of phosphine to capture oxygen plays a key role in the completion of chemical transformation. Tert-phosphine has strong nucleophilic properties due to the ability and polarizability of phosphorus atoms to give lone pairs of electrons. Tert-phosphine, as a nucleophilic organic catalyst, has sprung up in large numbers, which opens up a new field for its application in organic synthesis. Because of its special chemical properties, tert-phosphine has a wide range of applications in organic synthesis. The research on the methodology of organic synthesis promoted by tert-phosphine has become an important research direction in the field of organic chemistry. In this paper, a series of cyclization reactions involving tert-phosphine were carried out. Fourteen spiroid [cyclopentene [2] ene-2indene-dihydroindene] derivatives were formed, and triphenylphosphine, In the three-component reaction of diester butyronate and benzyl cyanoquinone, 12 intermediate-substituted dihydrofuran derivatives were formed. All the 26 compounds synthesized were characterized by NMR, IR and high resolution mass spectrometry. The single crystal structure of four compounds was determined by single crystal diffraction. The cyclization reaction of substituted indirubin with benzyl dithiocyanone was studied. A series of densely substituted cyclopropane derivatives were formed. The 27 compounds synthesized were characterized by nuclear magnetic field, infrared spectroscopy, high resolution mass spectrometry, etc. The single crystal structure of two of the compounds was determined by single crystal diffraction method. The synthetic process of four pharmaceutical intermediates was studied. The purification process was relatively simple. The product was characterized by nuclear magnetic field, gas phase and liquid phase.
【學(xué)位授予單位】：揚州大學(xué)
【學(xué)位級別】：碩士
【學(xué)位授予年份】：2017
【分類號】：O621.25
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本文編號：1641681