Microwave-assisted synthesis, anticonvulsant activity and quantum mechanical modelling of N-（4-bromo-3-methylphenyl） semicarbazones

Objective： To study the effect of halo substitution on disubstituted aryl semicarbazones on the anticonvulsant potential and model the activity based on quantum mechanics. Methods： A series of twenty-six compounds of N^4-（4-bromo-3-methylphenyl） semicarbazones were synthesized and evaluated for the anticonvulsant activity in the maximal electroshock seizure （MES） and subcutaneous pentylenetetrazole （scPTZ） seizure threshold tests. Some potential compounds were also tested in the subcutaneous strychnine （scSTY） and subcutaneous picrotoxin （scPIC） seizure threshold tests. The synthesized compounds were tested for behavioral impairment and CNS （central nervous system） depression in mice. Quantum mechanical modelling was carried out on these compounds to gain understanding on the structural features essential for activity. Results： Some compounds possessed broad spectrum anticonvulsant activity as indicated by their effect in pentylenetetrazole, strychnine, picrotoxin and maximal electroshock seizures models in resemblance to other aryl semicarbazone derivatives reported earlier. The higher the difference in HOMO （highest occupied molecular orbital） and LUMO （lowest unoccupied molecular orbital） energy levels was, the greater was the activity profile. Conclusion： The pharmacophoric requirements for compounds to exhibit anticonvulsant activity that includes one aryl unit in proximity to a hydrogen donor-acceptor domain and an electron donor have been justified with the molecular orbital surface analysis of the synthesized compounds.     

二芳基碘鎓盐的应用研究进展

二芳基碘鎓盐是一种用途十分广泛的芳香高价碘(Ⅲ)化合物。在有机合成中二芳基碘鎓盐可以用作许多有机物和无机物,尤其是弱的亲核试剂的芳化试剂;二芳基碘鎓盐与氟-18标记的氟离子的亲核取代反应可用于氟化标记含供电基团芳香化合物,该方法可用于合成正电子发射断层显像技术的显像剂;该化合物还具有显著的光化学活性,可用作阳离子聚合反应的光引发剂。     

二苯亚砜与芳族化合物缩合制备芳取代三苯基硫鎓盐

Three kind of aryl-substituted tri-benzyl sulfonium salts [ （4-phX）phSph2 ] PF6 [ X = S, O ] were prepared by the condensation of biphenyl sulfoxide with biphenyl sulfide, biphenyl ether or 1, 1＇ -biphenyl in the presence of polyphosphoric acid which can be used as dehydrate agent. The reaction condition was mild, such as reaction temperature between 40- 50 ℃ ,reactive time 2- 3 h, the yield of 4-（phenylthio）triphenylsulfonium hexafluorophosphate was 87.6%. The three kind sulfonium salts show better curing character to epoxy resin.     

三芳基镓与芳醛反应的研究

报道了三芳基镓与芳醛反应生成相应的芳醇,反应条件温和,区域选择性好,产率73％～82％．并用元素分析、IR和1HNNR对产物结构进行了表征．     

三芳基镓与芳醛反应的研究

报道了三芳基镓与芳醛反应生成相应的芳醇,反应条件温和,区域选择性好,产率７３％－８２％,并用元素分析,ＩＲ和＾ＨＮＮＲ对产物结构进行了表征。     

1,3-双(芳基丁二烯基酮)丙烷衍生物的合成及其在 可见光诱导催化条件下的[4+4]和[2+2]环加成反应

合成了4种不同取代基的1,3-双(芳基丁二烯基酮)丙烷类新型双共轭链衍生物,并对其合成条件进行了优化,实施了其在可见光诱导Ru(bipy)₃Cl₂催化条件下发生的[4+4]和[2+2]环加成反应,合成得到了4个四环并五环及4个八环并五环双酮取代化合物. 该结果为合成特殊八员环及四员环类药物分子和多共轭有机光电材料化合物,提供了很好的前体化合物.     

化合物7-（哌啶-4-基）-1H-苯并[d][1，3]噁嗪基-2（4H）-酮的合成与表征

以4-氯-2-硝基苯甲酸和叔丁基-4-氧哌啶-1-羧酸酯为起始原料,经羧基还原、酮羰基去质子作用、亲核取代、催化氢化以及分子内环合等七步反应合成了4-芳基哌啶衍生物7-（哌啶-4-基）-1H-苯并[d][1,3]嗯噁基-2（4H）-酮,其结构经1HNMR、LC—MS和元素分析表征。除第四步外,各步反应均达到了60％-75％左右的收率,较之文献方法,大为提高。目标化合物为新型的哌啶基位于苯并噁嗪环7位上的产物．具有不同于1位产物的相关活性。     

含硫大环化合物合成方法介绍

通过对四类含硫的大环化合物合成方法的介绍,使学生进一步了解软硬酸碱原理,在巩固学生有机化学学习中学到的基本有机合成方法知识的基础上,将基本有机合成方法加以灵活运用,以激发学生的学习兴趣．