新烟碱类化合物含磷衍生物的合成及其生物活性研究（Ⅱ）

论文摘要

本文合成了两个系列的不对称环状磷酰胺和环状磷氧杂环硫代硫脲化合物。用2-氯-4-取代苯基-5,5-二甲基-2-硫代-1,3,2-二氧磷杂环己烷和3-氨基甲基吡啶的缩合反应得第一个系列目标产物,用反式-2-异硫氰基-4-取代苯基-5,5-二甲基-2-硫代-1,3,2-二氧磷杂环己烷和3-氨基甲基吡啶或2-氯-5-氨基甲基吡啶进行加成反应得第二个系列目标产物。 目标产物的顺反异构体均可用柱层析分离提纯,且用红外光谱,核磁共振氢谱,磷谱,质谱,元素分析对目标化合物的结构进行了表征,其中I 3A的构型经X-单晶衍射确定。 初步的生物活性测试结果表明,新化合物具有较好的杀菌活性,部分化合物具有一定的杀虫活性。

论文目录

• Chapter 1. Literature Review
• 1.1 Introduction
• 1.2 The neonicotinoids
• 1.2.1 Imidacloprid
• 1.2.2 Thiacloprid
• 1.2.2.1 Introduction
• 1.2.2.2 Synthesis
• 1.3 Neonicotinoid Insecticide Receptors
• 1.3.1 Introduction
• 1.3.2 Structure and diversity of insect nAChRs
• 1.3.3 The existence of insect nAChR subtypes
• 1.4 Proposal
• Chapter 2. Synthesis and biological activity of 2-（3-pyridyImethylamino）-4-substitutedphenyl-5, 5-dimethyl-1, 3, 2-dioxaphosphinane 2-sulfides
• 2.1 Experimental Work
• 2.1.1 Synthesis of 1 -（hetero）-aryl-2,2-dimethyl-1,3-propanediols
• 2.1.2 Synthesis of 2-chloro-4-substituted phenyl-5, 5 -dimethyl-1,3, 2-dioxaphosphinane 2-sulfide
• 2.1.3 General procedure for the synthesis of 2-（3-pyridylmethylamino）-4-substitutedphenyl-5,5-dimethyl-l,3, 2-dioxaphosphinane 2-sulfides
• 2.1.4 Characterization
• 2.2. Result and discussion
• 2.2.1 Synthesis of l-（hetero）-aryl-2,2-dimethyl-l,3-propanediols
• 2.2.2 Synthesis of 2-chloro-4-substituted phenyl-5, 5-dimethyl-l,3,2-dioxaphosphinane 2-sulfide
• 2.2.3 Synthesis of 2-（3-pyridylmethylamino）-4-substitutedphenyl-5, 5-dimeth yl-1, 3, 2-dioxaphosphinane 2-sulfides
• Chapter 3. SYNTHESIS AND BIOLOGICAL ACTIVITIES OF N-（3-PYRIDYLMETHYL）TRANS-CYCLOTHIOPHOSPHORYLTHIOUREAS
• 3.1 Experimental
• 3.1.1 General procedure for the synthesis of 6-Chloropyridin-3yl) methyl amine 34.
• 3.1.2 General procedure for the synthesis of 2-isothiocyano-4-substitutedphenyl-5,5-dimethyl-2-sulfo-l, 3, 2-dioxaphosphinane 3
• 3.1.3 General procedure for the synthesis of the target compound II4
• 3.2 Result and discussion
• 3.2.1 Synthesis of the target compound 114
• Chapter 4. Conclusion
• Acknowledgement
• References
• Publications
• Appendix