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双环笼状磷酸酯衍生物的合成(Ⅴ)——1-氧代-1-磷杂-2,6,7-三氧杂双环[2,2,2]-4-取代酰基辛烷的合成

Studies of Caged Bicyclic Phosphates( Ⅴ )——Synthesis of 1-Oxo-1-Phospha-2,6,7-Trioxabicyclo[2,2,2]-4-Substituted Carbonyl Octane

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【作者】 李玉桂李建敏任海兰陈立

【Author】 LI Yu-gui, LI Jian-min, REN Hai-lan, CHEN Li (Institute of Elemento-Organic Chemistry, Nankai University, Tianjin, 300071)

【机构】 南开大学元素有机化学研究所南开大学元素有机化学研究所 天津300071天津300071

【摘要】 本文利用1-氧代-1-磷杂-2,6,7-二氧杂双环[2,2,2]-4-氯甲酰基辛烷3和硫醇、乙二胺、乙醇胺及一些具有生理活性的杂环化合物反应,合成了13种未见文献报道的化合物4a-n。发现化合物3与8-羟基喹啉作用生成的是水合物。讨论了可能的结构。3与氨作用得到相应的酰胺,合成的化合物均经元素分析、IR和1H NMR证实其结构。本文还研究了部分化合物的MS裂解规律。对部分化合物的生物活性初测表明,化合物4j具有良好的杀菌活性,而无明显的杀虫活性。

【Abstract】 Caged bicyclic phosphates would be a new type of pesticides because of their unusual mode of bioaction. Also they would be widely used as fire-proofing agents, resin-stabilizers and oil-adducts. As a part of our continuing investigation, other thirteen new derivatives of bicyclic phosphate 4a-n were synthesized by the reaction of 1-oxo-1-phospha-2, 6,7-trioxabicyclo[2,2, 2]-4-chlorocarbonyl octane 3 with mercaptans, ethanolamine, ethylene amine, and heterocyclic compounds. All the compounds were confirmed by elemental analysis, IR and 1H NMR. Through studying the spectra of compound 4j, we infered its possible structure. The MS spectra of some compounds were discussed. It is indicated that higher thioesters have the same bi-rear-rangement as usual esters. The preliminary biological tests show that compound 4j has a bactericidal activity.

【基金】 国家自然科学基金
  • 【文献出处】 高等学校化学学报 ,Chemical Research In Chinese Universities , 编辑部邮箱 ,1992年02期
  • 【被引频次】18
  • 【下载频次】125
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