超声辐射法在新型含双杂环芳酰基硫脲合成中的应用

以2-苯基-1,2,3-三唑-4-甲酸、氨基硫脲为原料在三氯氧磷中反应得到2-氨基-5-(2-苯基-1,2,3-三唑-4-基)-1,3,4-噻二唑,然后分别采用超声辐射法和常规加热法与芳酰基异硫氰酸酯反应合成了一系列的N-[5-(2-苯基-1,2,3-三唑-4-基) 1,3,4-噻二唑-2-基\]-N′-酰基硫脲。 通过与常规方法比较,采用超声辐射法反应时间只有原来的12.5%,反应产率提高了4%~17%,减少了副反应。 所有化合物的结构经元素分析、MS、IR、1H NMR测试技术确证。     

相转移催化法合成N-2-苯基-1,2,3-三唑-4-甲酰基-N''''-芳基硫脲

报道了２－苯基－１，２，３－三唑－４－甲酰氯和硫氰酸铵在ＰＥＧ－４００固液相转移催化下与芳胺反应，制得一系列新的含２－苯基－１，２，３－三唑环的硫脲衍生物，并经ＩＲ，１ＨＮＭＲ和元素分析进行了结构确证。     

酰基硫脲化合物的合成及其生理活性

通过酰基异硫氰酸酯与胺类化合物的加成反应，合成了１５种酰基硫脉类化合物，化合物的结构经元素分析、ＩＲ、￣１ＨＮＭＲ等确证，初步生理活性实验表明，化合物２＿ｊ，２＿１对玉米种子的萌发和幼苗叶中的呼吸速率、叶绿素含量有显著促进效应。     

1,2,3-三唑化合物的合成研究进展

1,2,3-三唑化合物是重要的N-杂环化合物, 近年来被广泛应用于工业生产、药物研发、材料科学等多个领域. 因此1,2,3-三唑的合成受到越来越多的关注. 从合成不同取代类型的1,2,3-三唑化合物入手对近年来研究发现的合成方法的进展进行了综述.     

含1，3，4-噁二唑取代的酰基硫脲的合成及杀菌活性

大量文献报道了1，3，4-噁二唑的合成及广泛的生物活性，酰基硫脲类化合物也因其广谱的生物活性引起了人们浓厚的研究兴趣。根据活性因子叠加的原理，本文将一系列1，3，4-噁二唑引入到酰基硫脲中，从对氯苯氧乙酸出发，得到的酰基异硫氰酸酯再与一系列2-氨基-5-芳基-1，3，4-噁二唑反应，合成了10个酰基硫脲类化合物。所有化合物均经元素分析、红外光谱、核磁共振谱和质谱确认。同时对所有化合物进行了生物活性测试。合成路线如下。     

酰胺基硫脲和1,2,4-三唑的合成和生物活性

设计并合成了１６个酰胺基硫脲类化合物的１４个１、２、４－三唑－５－硫醇类化合物。生物活性初筛试验表明,两类化合物对水稻和黄瓜幼苗有一定的生长调节活性。     

含D-氨基葡萄糖分子的酰基硫脲衍生物合成

以D-氨基葡萄糖盐酸盐为原料,经酰化保护羟基后得1,3,4,6-四-O-乙酰基-2-脱氧-β-D-氨基葡萄糖,再与芳酰基异硫氰酸酯反应,合成了12种新型的糖基酰基硫脲衍生物。实验表明,优化反应条件为芳酰异硫氰酸酯∶上述氨基葡萄糖=1∶1.2(摩尔比),在二氯甲烷溶液中加热至40℃,反应6 h。产物结构经IR、~1H NMR、~(13)C NMR分析确证。     

N-(3-苯基-2,3,4-三唑甲酰氨基)-N＇-芳酰基硫脲及其环化产物的合成

以PEG-400为相转移催化剂,通过2-苯基-1,2,3-三唑-4-甲酰基肼与芳酰基异硫氰酸酯的加成反应,合成了系列新的酰胺基硫脲衍生物(3),3分别在酸性和碱性条件下环化制得相应的1,3,4-噻二唑衍生物和1,2,4-三唑啉-5-硫酮衍生物,并经元素分析、IR,1H NMR和MS确证结构.     

双-1,2,3-三唑化合物的合成与应用研究进展

双-1,2,3-三唑化合物作为重要的N-杂环化合物,近年来吸引了越来越多不同领域化学家的关注.为了合成对称的与不对称的双三唑,一些合成中的新发现、新策略、新技术不断涌现.从所用原料与合成方式等角度,可分为Click反应-氧化偶联法、原料组合法、浓度控制法、基团活性差异法、基团保护法、控制投料比法、特殊试剂法等.同时,介绍了相关双三唑化合物在药物化学、配位化学、化学传感器、分子识别、生物化学、超分子化学、表面活性剂等应用领域的新进展,并对双三唑化合物的合成与应用前景进行了展望.     

超声辐射下含1,2,3-三唑噻唑烷酮衍生物的合成

采用超声辐射法,以2-苯基-1,2,3-三唑-4-甲酰肼为原料,合成了3-(2-苯基-1,2,3-三唑-4-基)-5H-4-氧代噻唑[2,3-c].1,2,4-三唑,再与各种芳香醛进行Knoevenagel缩合反应,合成了一系列噻唑烷酮衍生物.所有目标化合物结构经元素分析,IR,1H NMR确证.     

含1,2,4-三唑和席夫碱的脱氧胆酸衍生物的微波合成与表征

在微波辐射下,1,2,4-三唑与3,12-双氧代脱氧胆酸甲酯反应,高产率地合成了12个未见文献报道的含1,2,4.三唑和席夫碱的脱氧胆酸衍生物,其结构经<'1>H NMR,IR,MS和元素分析表征.     

含1,2,3-三氮唑结构的1,5-苯并硫氮杂[艹卓]的合成及其抑真菌活性

设计合成了三类含1,2,3-三氮唑结构的1,5-苯并硫氮杂[艹卓]化合物3-(1H-1,2,3-三氮唑)-4-芳基-2,5-二氢-1,5-苯并硫氮杂[艹卓](5a^5f)、3-(2H-1,2,3-三氮唑)-4-芳基-2,3-二氢-1,5-苯并硫氮杂[艹卓](6a^6f)和3-(1H-1,2,3-三氮唑)-4-芳基-2,3,4,5-四氢-1,5-苯并硫氮杂[艹卓](7a^7f).研究了中间体及目标产物的合成条件,分离出其中两个副产物并进行了结构确定.目标产物的抑真菌活性测试表明,化合物5a^5f对真菌具有良好的抑制作用,对新生隐球菌的抑制效果尤为突出.初步抑真菌构效关系研究表明, 1H-1,2,3-三氮唑环和C=C双键是化合物5a^5f抑真菌活性的关键官能团.     

1, 2, 3-三氮唑衍生物的合成

随着1,2,3-三氮唑衍生物在医药、农药、材料等领域的广泛应用,其合成引起了广大研究者的关注。本文阐述了1,2,3-三氮唑衍生物合成的发展历史,着重综述了近十年来1,2,3-三氮唑衍生物合成的发展情况,主要包括铜催化的有机叠氮化合物与末端炔的1,3-偶极环加成反应合成1,4-二取代-1,2,3-三氮唑、钌催化的有机叠氮化合物与末端炔反应合成1,5-二取代-1,2,3-三氮唑、有机催化剂法、金属炔化物及活化炔参与法等合成1,2,3-三氮唑衍生物的一些新成果。文章还介绍了一些合成方法在医药领域的应用,并对重要的反应机理作了分析,最后对该类化合物的合成作了总结并展望了未来发展方向。     

Synthesis and Biological Evaluation of Novel Saccharin Derivatives Containing 1,2,3-Triazole Moiety

A series of novel saccharin derivatives containing 1,2,3-triazole moiety was synthesized in satisfactory yields. The structures of all the compounds were elucidated and confirmed by Fourier transform infrared(FTIR) spectroscopy, ¹H and ¹³C nuclear magnetic resonance(¹H NMR, ¹³C NMR) spectroscopy, and high resolution mass spectrometry(HRMS). The bioassays indicated that most of the title compounds displayed some extent herbicidal activities at 100 μg/mL.     

Synthesis and Spectral Characterization of Some Novel Thiazolyl-Pyrazoline Derivatives Containing 1,2,3-Triazole Moiety

Abstract

A series of novel 3-aryl-5-(2-aryl-1,2,3-triazol-4-yl)-1-(4-aryl-2-thiazoyl)-pyrazolines 6a–6r were synthesized using 2-aryl-4-formyl-1,2,3-triazoles 1a,b as the starting materials. Thus, reacting 1a,b with 1-arylethanones 2a–2c gave 1-aryl-3-(2-aryl-1,2,3-triazol-4-yl)-2-propen-1-ones 3a–3f. The reaction of the latter with thiosemicarbazide afforded 3-aryl-5-(2-aryl-1,2,3-triazol-4-yl)-1-thiocarbamoyl-pyrazolines 4a–4f, which condensed with 2-bromo-1-arylethanones 5a–5c to afford the target compounds 6a–6r. The chemical structures of the compounds were verified by means of their IR, ¹H NMR, ESI-MS spectroscopic data, and elemental analysis.

Supplemental materials are available for this article. Go to the publisher's online edition of Phosphorus, Sulfur, and Silicon and the Related Elements to view the free supplemental file.

GRAPHICAL ABSTRACT     

Synthesis and Biological Activities of Novel 1,2,4-Triazole Derivatives Containing 1,2,3-Thiadiazole Ring

A series of novel 1,2,4-triazole derivatives containing 1,2,3-thiadiazole ring was designed and synthesized. Their structures were confirmed by IR, 1^H NMR, high resolution mass spectrometer（HRMS） and electrospray ionization-mass spectromcter（ESI-MS） combined with melting points and elemental analysis. Preliminary bioassays indi- cate that these compounds exhibit good insecticidal activity against Aphis laburni at 100 μg/mL, especially compound 6b shows mortality of no less than 95%. Most of the compounds show good activities against tobacco mosaic virus（TMV） with different modes in vivo at 100 μg/mL. Compound 6d standed out, showing a good insecticidal activity and very high induction effects against TMV in vivo. Collectively, our data demonstrate a new strategy for insect and virus control.     

A Simple Efficient Click Synthesis of Novel Crown Ethers Containing 1,2,3-Triazole Moieties

Novel crown ether derivative containing 1,4-disubstituted-1,2,3-triazole moieties were synthesized. At the first step of the synthesis 4,13-diaza-18-crown-6 and 4-aminobenzo-15-crown-5 were converted into terminal alkynes, which were then subjected to copper(I)-catalyzed alkyne-azide coupling (CuAAC) in methylene chloride. This coupling reaction was performed according to the concept of click chemistry, using an Amberlyst A-21-supported copper(I) iodide catalyst.

     

微波法合成烯基膦酸酯类化合物

以β-硝基芳基乙烯和亚磷酸三乙酯为原料,二氯甲烷为溶剂,利用微波法合成了一系列烯基膦酸酯类化合物,其结构经<'1>H NMR,<'13>C NMR和HR-MS确证.     

Synthesis of Fulleropyrrolidines under Microwave Irradiation

In recent years, considerable efforts have been devoted to the development of systems in which C60 is covalently linked to an electron donor.[1] Studies[2] on intermolecular photoinduced electron transfer between C60 and triphenyl amine show that triphenyl amine is a good donor. It is envisaged that the use of donor segments consisting of either pyrrole/aniline may extend the lifetime of charge-separated state.[3] Since Gedye[4] demonstrated that many organic reactions can be conducted rapidly under microwave irradiation, here we have successfully synthesized five new fulleropyrrolidines containing triphenyl amine or thiophene dyads under microwave irradiation, which are different from traditional heating. The determination of structures of these fulleropyrrolidines is in progress. On the other hand, we have studied the geometry, electronic structures and frontier orbitals of these N-methyl-pyrrolo[3,4]C60 derivatives by using AM1semiempirical quantum calculation method. The results indicate that there exists strong intramolecular electron transfer in them.     

微波辐射下纳米水滑石的合成

在微波辐射下用变速滴加共沉淀法合成了粒径为10 nm~40 nm的Mg-A l纳米水滑石(nano-HT),其结构经XRD,TEM,TG和元素分析表征。以nano-HT为载体,制备了Cu/nano-HT和CuN i/nano-HT催化剂,通过苯酚羟基化反应考察了它们的催化活性,实验结果表明,双氧水有效利用率和产物的选择性均比以常规水滑石为载体的催化剂高。