【摘要】：雜環(huán)化合物普遍存在于天然產(chǎn)物和藥物分子中,具有較高的生物活性和重要的應(yīng)用價(jià)值,經(jīng)常用于制備特定聚合物、染料和生物活性分子。因此,探索和開發(fā)合成雜環(huán)化合物的新方法是有機(jī)合成化學(xué)領(lǐng)域的研究熱點(diǎn)之一。多聚甲醛和福爾馬林是通用的“一碳”試劑,其中多聚甲醛作為甲醛的聚合物,具有易于運(yùn)輸、處理、儲(chǔ)存和使用等優(yōu)點(diǎn),因此引起了研究人員的廣大興趣。本文開展了使用多聚甲醛作為碳源的2-芳�；讲⑦秽�2-芳基喹唑啉類化合物的合成方法研究。1、發(fā)展了一類鈀催化的以2-溴苯酚類化合物、ɑ-溴代苯乙酮類化合物和多聚甲醛為原料,直接、高效地合成2-芳酰基苯并呋喃的方法。該反應(yīng)以廉價(jià)和穩(wěn)定的多聚甲醛作為碳源實(shí)現(xiàn)原位甲�；磻�(yīng),同時(shí)該體系具有良好的官能團(tuán)兼容性,鹵素和三氟甲基等功能基團(tuán)在該體系中都能穩(wěn)定存在,為2-芳酰基苯并呋喃類化合物的合成提供了一類新的方法。2、發(fā)展了一類無過渡金屬催化的2-芳基喹唑啉衍生物合成的新方法。該方法利用穩(wěn)定、低毒的多聚甲醛作為碳源來構(gòu)建2-芳基喹唑啉類化合物,反應(yīng)體系具有良好的原子經(jīng)濟(jì)性和官能團(tuán)兼容性,鹵素和雜環(huán)類取代基團(tuán)在該條件下都能穩(wěn)定存在,為2-芳基喹唑啉的合成提供了一條新的途徑。
[Abstract]:Heterocyclic compounds are commonly found in natural products and drug molecules, which have high biological activity and important application value, and are often used to prepare specific polymers, dyes and bioactive molecules. Therefore, exploring and developing a new method for the synthesis of heterocyclic compounds is one of the hotspots in the field of organic synthesis chemistry. Polyformaldehyde and formalin are common "one-carbon" reagents. As polymers of formaldehyde, paraformaldehyde has the advantages of easy transportation, treatment, storage and use, which has attracted wide interest of researchers. The synthesis method of 2-aryl benzofuran and 2-aryl quinazoline compounds using paraformaldehyde as carbon source was studied. 1. A palladium catalyzed synthesis of 2-bromobenzophenol compounds and bromoacetophenone compounds was developed. Substances and formaldehyde as raw materials, Synthesis of 2-aryl benzofuran directly and efficiently. In situ formylation was achieved by using cheap and stable paraformaldehyde as carbon source. The system had good functional group compatibility and functional groups such as halogen and trifluoromethyl could exist stably in the system. This paper provides a new method for the synthesis of 2-aryl benzofurans and develops a new method for the synthesis of 2-aryl quinazoline derivatives without transition metal catalysis. In this method, 2-aryl quinazoline compounds were constructed by using stable, low-toxic paraformaldehyde as carbon source. The reaction system has good atomic economy and functional group compatibility. Halogen and heterocyclic substituents can exist stably under these conditions. It provides a new way for the synthesis of 2-aryl quinazoline.
【學(xué)位授予單位】：湘潭大學(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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本文編號(hào)：2220787