官能团化环丙烷的合成和应用研究.pdfVIP

中文摘要 环丙烷结构单元作为次级代谢产物广泛的存在于很多天然产物中，大部分 的含三元环的天然产物已经从植物、真菌、和微生物中提取出来，它们许多都具 有很好的生物活性，可用作药物先导或对酶的作用机制提供新的理论。 自人们首次合成三元环化合物以来，其发展已经过了一百多年的历史。尽 管存在环的张力，但非活化的环丙烷通常表现出相对是化学惰性，除非在环上引 入活性基团。活化的环丙烷类化合物具有较高的反应活性，所以作为有机化学中 应用比较广泛的合成子，其活化衍生物的合成和反应受到了人们普遍关注。随着 有机化学的迅速发展，官能团化的环丙烷已经成为重要的反应中间体，在杂环化 学中也有广泛的应用。 通过实验探究，我们发现了官能团化的环丙烷取代的乙酰丙酮或苯甲酰丙酮 在一定条件下能脱去一个酰基生成环丙基酮类化合物，在二氯甲烷和三氟甲烷磺 酸条件下成环生成酰基取代的二氢呋喃呋喃类化合物；官能团化的环丙烷取代的 乙酰乙酰胺在二氯甲烷和三氟甲烷磺酸酐条件下成环生成氰基取代的二氢呋喃 呋喃类化合物。 本论文主要是结合官能团化的环丙烷类化合物的特点，简单高效的合成系列 二氢呋喃类化合物和环丙基酮类化合物。 通过实验设计和合成方法，总结该合成方法具备操作简单、原料易得、价 格便宜、条件温和、产率较高等优点。 关键词： 环丙烷；二氢呋喃；环丙基酮；合成 I Abstract Cyclopropane subunits occur in many natural products of secondary metabolism. The majority of cyclopropane-containing natural compounds have been isolated from plants, fungi, or microorganisms. Many show biological activity and may serve as potential drug leads or provide new ideas for the study of enzyme mechanisms. Since the first three-membered rings derivatives were synthesized,they have been well developed in the past 100 years. Despite the ring strain, cyclopropanes are usually chemically relatively inert, unless further activating groups are introduced on the ring.Owing to their exceptional reactivity, activated cyclopropanes are useful building blocks in organic chemistry and the research for their synthesis and reactiones have attracted many interests in many fields. With the rapid development of organic chemistry, functionalised cyclopropane has become an significant synthetic intermediate, also in eterocyclic chenistry. It is worked out that dihydrofuran derivatives can be produced from functionalised cyclopropane in the condition o