多聚甲醛参与的苯并呋喃及喹唑啉衍生物的合成研究
发布时间：2018-09-03 18:18
【摘要】：杂环化合物普遍存在于天然产物和药物分子中,具有较高的生物活性和重要的应用价值,经常用于制备特定聚合物、染料和生物活性分子。因此,探索和开发合成杂环化合物的新方法是有机合成化学领域的研究热点之一。多聚甲醛和福尔马林是通用的“一碳”试剂,其中多聚甲醛作为甲醛的聚合物,具有易于运输、处理、储存和使用等优点,因此引起了研究人员的广大兴趣。本文开展了使用多聚甲醛作为碳源的2-芳酰基苯并呋喃和2-芳基喹唑啉类化合物的合成方法研究。1、发展了一类钯催化的以2-溴苯酚类化合物、ɑ-溴代苯乙酮类化合物和多聚甲醛为原料,直接、高效地合成2-芳酰基苯并呋喃的方法。该反应以廉价和稳定的多聚甲醛作为碳源实现原位甲酰化反应,同时该体系具有良好的官能团兼容性,卤素和三氟甲基等功能基团在该体系中都能稳定存在,为2-芳酰基苯并呋喃类化合物的合成提供了一类新的方法。2、发展了一类无过渡金属催化的2-芳基喹唑啉衍生物合成的新方法。该方法利用稳定、低毒的多聚甲醛作为碳源来构建2-芳基喹唑啉类化合物,反应体系具有良好的原子经济性和官能团兼容性,卤素和杂环类取代基团在该条件下都能稳定存在,为2-芳基喹唑啉的合成提供了一条新的途径。
[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.
【学位授予单位】：湘潭大学
【学位级别】：硕士
【学位授予年份】：2017
【分类号】：O626
本文编号：2220787
[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.
【学位授予单位】：湘潭大学
【学位级别】：硕士
【学位授予年份】：2017
【分类号】：O626
【参考文献】
相关期刊论文 前3条
1 丁奎岭;黄少胥;;合成我们的未来[J];中国科学院院刊;2011年01期
2 ;FeCl_3 catalyzed diarylmethanes formations[J];Chinese Chemical Letters;2009年05期
3 华月明,胡望明;甲烷直接氧化制甲醇研究新进展[J];化工进展;2001年09期
，本文编号：2220787
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