4-咔唑基-N-（3,′4′-二甲苯基）-1,8-萘二甲酰亚胺作为电子传输材料的实验和理论研究（英文）

通过乌尔曼偶联反应合成了一种新颖的萘胺-咔唑分子,4-咔唑基-N-（3,′4′-二甲苯基）-1,8-萘二甲酰亚胺（CNP）.运用量子化学中的密度泛函理论（TD-DFT）,在B3LYP/6-31（d）水平上对化合物在阴离子、阳离子、中性状态下进行了结构全优化,得到了化合物的总能量、HOMO能级、LUMO能级、电离能和电子亲合势.理论计算了化合物的紫外吸收光谱和红外光谱.紫外吸收光谱、红外光谱、HOMO能级和LUMO能级数值与实验值高度一致.在理论上分析了化合物作为电致发光材料的可能性,化合物CNP是一种很好的电子传输材料.     

Novel and Efficient Insertions of Carbons Carrying O-, S-, and N-Linked Substituents: Synthesis of alpha-Alkoxyalkyl, alpha-(Alkylthio)alkyl, and alpha-(Carbazol-9-yl)alkyl Ketones

A wide variety of benzotriazolyl-stabilized anions 2, obtained by the lithiation of 1-(alpha-alkoxyalkyl)-, 1-[alpha-(alkylthio)alkyl]-, and 1-[alpha-(carbazol-9-yl)alkyl]benzotriazoles 1, on reaction with aliphatic and aromatic aldehydes and ketones, followed by rearrangement induced by heating in the presence of zinc bromide, furnish one-carbon-homologated alpha-alkoxyalkyl, alpha-(alkylthio)alkyl, and alpha-(carbazol-9-yl)alkyl ketones 4 in simple one-pot operations in good yields with excellent regioselectivity. In several alkoxymethylene insertions, intermediate 2-alkoxyoxiranes were separated in good yields, demonstrating the epoxide mechanism for the rearrangements and providing a facile approach to polysubstituted 2-alkoxyoxiranes, another class of important compounds.     

N-甲基-2-{N-乙基-6-[2-(8-甲氧基喹啉基)乙烯基]咔唑基}富勒烯 吡咯烷的合成、电化学性质与双光子吸收特性

设计合成了N-甲基-2-{N-乙基-6-[2-(8-甲氧基喹啉基)乙烯基]咔唑基}富勒烯吡咯烷(6). 产物通过FT-IR, UV, 1H NMR, 13C NMR, MS等对其结构进行表征; 用循环伏安法测定了化合物6的电化学性质. 结果表明, 与参比化合物C60相比还原电位发生负移; 通过Z-扫描方法研究了化合物6的双光子吸收特性, 测得双光子吸收截面积可达62.58 GM. 运用Gaussian 03 量子化学程序包, 采用B3LYP密度泛函(DFT)的方法, 在3-21G(d)水平上对分子的几何构型进行了优化, 预测了化合物6的电化学性质, 与实验结果基本一致.     

Catalytic alkylation of substituted indoles with (phenothiazin-10-yl)propene-1-ones

Alkylation of substituted indoles (carbazoles, tetrahydrocarbazoles, and gamma-carbolines) with (phenothiazinyl)propenones catalyzed by cesium fluoride has led to the formation of 1-(phenothiazin-10-yl)-3-(carbazol-9-yl)propane-1-ones, (1-phenothiazin-10-yl)-3-(tetrahydrocarbazol-9-yl)propane-1-ones, and 3-(tetrahydropyrido[4,3-b]indol-5-yl)-1-(phenothiazin-10-yl)propane-1-ones, respectively.     

Transamination of cyanothioacetamide with morpholine. Molecular and crystal structure of 3-(morpholin-1-yl)-3-thioxopropanenitrile and 3-(morpholin-1-yl)-3-thioxopropanethioamide

Transamination of cyanothioacetamide with equimolar amount of morpholine resulted in the formation of 3-(morpholin-1-yl)-3-thioxopropanenitrile, and with twofold excess of morpholine 3-(morpholin-1-yl)-3-thioxopropanethioamide was obtained. By the alkylation of the resulting products 2-[2-(morpholin-1-yl)-2-thioxoethylidene]thiazolidin-4-one, 3-amino-N-(4-acetylphenyl)-5-(morpholin-1-yl)-thiophene-2-carboxamide, 3-amino-3-methylthio-1-morpholinoprop-2-ene-1-thione, (2E,4E)-2-(morpholin-4-yl)thiocarbonyl)-5-phenylpenta-2,4-dienothioamide, and 3-{2??-[2??-(molrpholin-1-yl)-2-thioxoethyl]thiazol-4??-yl}-2H-chromen-2-one were synthesized. The 3-(morpholin-1-yl)-3-thioxopropanenitrile and 3-(morpholin-1-yl)-3-thioxopropanethioamide structures were studied by the X-ray diffraction.     

3-(2-methylthiopyridin-3-yl)-3-oxopropionic esters

A reaction of alkyl bromoacetates with substituted 3-cyano-2-methylthiopyridines in the presence of zinc dust furnishes 3-amino-3-(2-methylthiopyridin-3-yl)propenoic esters. Their hydrolysis under mild conditions leads to 3-(2-methylthiopyridin-3-yl)-3-oxopropionic esters. The latter were used in the synthesis of pyridine-substituted pyrazolones.     

N-(2-(5-(3-溴-1-(3-氯吡啶-2-基)-1H-吡唑-5-基)-1,3,4-噁二唑-2-基)-4-氯-6-甲基苯基)酰胺类新化合物的合成及生物活性

以N-吡啶基吡唑甲酸和2-氨基-3-甲基苯甲酸为起始原料,经由亲核加成、环化和酰化等多步反应合成了一系列结构新颖的N-(2-(5-(3-溴-1-(3-氯吡啶-2-基)-1H-吡唑-5-基)-1,3,4-噁二唑-2-基)-4-氯-6-甲基苯基)酰胺类化合物.测试了所合成化合物的杀虫及抑菌活性,结果表明,新化合物大多化合物在200 mg·L^-1浓度下对东方粘虫(Mythimna separataWalker)具有一定的杀虫活性,尤其是N-(2-(5-(3-溴-1-(3-氯吡啶-2-基)-1H-吡唑-5-基)-1,3,4-噁二唑-2-基)-4-氯-6-甲基苯基)乙酰胺(8a)和N-(2-(5-(3-溴-1-(3-氯吡啶-2-基)-1H-吡唑-5-基)-1,3,4-噁二唑-2-基)-4-氯-6-甲基苯基)-3-氯-2,2-二甲基丙酰胺(8e)致死率可达70%;部分化合物在50 mg·L^-1浓度下对油菜菌核病菌的抑菌活性相对较好(54.5%~63.6%),优于triadimefon和chlorantraniliprole;部分化合物如N-(2-(5-(3-溴-1-(3-氯吡啶-2-基)-1H-吡唑-5-基)-1,3,4-噁二唑-2-基)-4-氯-6-甲基苯基)-3,3-二甲基丁酰胺80和N-(2-(5-(3-溴-1-(3-氯吡啶-2-基)-1H-吡唑-5-基)-1,3,4-噁二唑-2-基)-4-氯-6-甲基苯基)-4-氟苯甲酰胺(8h)对苹果轮纹病菌具有中等抑菌活性.值得注意的是,化合物8e的杀粘虫活性和对油菜菌核病菌的抑菌活性都较为突出,可用作新农药创制研究的新型参考结构.     

3-(2,5-Dioxopyrrolidin-1-yl), 3-(2,6-dioxopiperidin-1-yl), and 3-(1,3-dioxoisoindolin-2-yl)rhodanines. a novel type of rhodanine derivatives

3-Aminorhodanine 2 was reacted with cyclic anhydrides yielding 3-(2,5-dioxopyrrolidin-1-yl), 3-(2,6-dioxopiperidin-1-yl), and 3-(1,3-dioxoisoindolin-2-yl)rhodanine 6-8 , which in turn were condensated in 5 position with several aldehydes yielding the new rhodanine derivatives 9-11 .     

N-甲基-2-(4-取代哌嗪)-N-[3-(萘氧基)-3-(2-噻吩基)丙基]乙酰胺衍生物的设计与合成

以N-甲基-3-(1-萘氧基)-3-(2-噻吩基)-丙胺(度洛西汀)为原料,通过N-酰氯化反应和N-烷基化反应,合成了5个新型的N-甲基-2-(4-取代哌嗪)-N-[3-(萘氧基)-3-(2-噻吩基)丙基]酰胺衍生物,其结构经1H NMR,IR和MS表征。     

Solvent-free microwave assisted synthesis of substituted (E)-phenyl{3-(2-[1-phenyl-3-(thiophen-2-yl)-1H-pyrazol-4-yl]vinyl)benzofuran-2-yl}methanones and their antimicrobial activity

Russian Journal of General Chemistry - New substituted (E)-phenyl{3-(2-[1-phenyl-3-(thiophen-2-yl)-1H-pyrazol-4-yl]vinyl)benzofuran-2-yl}methanones have been synthesized from substituted...     

Synthetic cephalosporins. VII. Synthesis and antibacterial activity of 7-[(Z)-2-(2-aminothiazol-4-yl)-2-(3-(3-hydroxy-4-pyridon-1-yl)-3- carboxypropoxyimino)acetamido]-3-(1,2,3-thiadiazol-5-yl)-thiomethyl-3- cephem-4-carboxylic acid and its related compounds

Synthesis and antibacterial activity of 7-[(Z)-2-(2-aminothiazol-4-yl)-2-(3-(3-hydroxy-4-pyridon-1-y l)-3- carboxypropoxyimino)acetamido]-3-(1,2,3-thiadiazol-5-yl)thio methyl-3-cephem-4-carboxylic acid (12a) and its related compounds are described. Compound 12a exhibited excellent antibacterial activity against gram-negative bacteria, including Pseudomonas aeruginosa.     

Ultrasound- and microwave-assisted synthesis of (E)-1-aryl-3-[2-(piperidin-1-yl)quinolin-3-yl]prop-2-en-1-ones and (E)-1-aryl-3-[2-(pyrrolidin-1-yl)quinolin-3-yl]prop-2-en-1-ones,and their antimicrobial activity

Series of new (E)-1-aryl-3-[2-(piperidin-1-yl)quinolin-3-yl]prop-2-en-1-ones and (E)-1-aryl-3-[2-(pyrrolidin-1-yl)quinolin-3-yl]prop-2-en-1-ones have been efficiently prepared via the Claisen-Schmidt condensation of 2-(piperidin-1-yl)quinoline-3-carbaldehyde and 2-(pyrrolidin-1-yl)quinoline-3-carbaldehyde, respectively, with aryl methyl ketones under conditions of ultrasound and microwave irradiation. Structures of the products have been confirmed by IR, ¹H NMR, ¹³C NMR, and mass spectroscopy, as well as by elemental analysis. Evaluation of the in vitro antibacterial activity against bacterial (Gram-positive Staphylococcus aureus and Gram-negative Escherichia coli) and fungal (Aspergillus niger and Candida metapsilosis) strains has revealed good antimicrobial activity of some of the tested compounds.     

1-(Fluoren-2-yl)-2-(2-azafluoren-3-yl)ethene and 1-(fluoren-2-yl)-2-(2H,2-methylindeno[2,3-c]pyridine)ethene

Condensation of 3-methyl-2-azafluorene with 2-formylfluorene results in the formation of a compound containing a polyconjugated system and two acidic CH centers, namely, 1-(fluoren-2-yl)-2-(2-azafluoren-3-yl)ethene. The conversions of this compound upon treatment with alkali have been studied by electronic absorption spectroscopy. The methyl iodide derivative of this base was used as an intermediate in the preparation of a pseudo-azulene, 1-(fluoren-2-yl)-2-(2H, 2-methylindeno[2,3-c]pyridine)ethene.Translated from Khimiya Geterotsiklicheskikh Soedinenii No. 5, pp. 657–659, May, 1987.     

3-芳基-1-(吡啶-3-基)-2-(1H-1,2,4-三唑-1-基)-2-丙烯-1-醇的合成及生物活性研究

用硼氢化钠还原3-芳基-1-(吡啶-3-基)-2-(1H-1,2,4-三唑-1-基)丙烯酮, 合成了10个新型含吡啶基的三唑醇类化合物. 所有化合物均经核磁、元素分析确证. 生物活性测试结果表明, 部分化合物具有一定的杀菌活性及植物生长调节活性.     

Synthesis of lithium,sodium, cesium,and calcium salts of (E)-4- or (E,S)-3-methyl-2-(5-arylisoxazol-3-yl)-methyleneaminobutanoic, (E,S)-4-methyl-2- or (E,2S,3S)-3-methyl-2-(5-arylisoxazol-3-yl)methyleneaminopentanoic,and (E)-6-(5-arylisoxazol-3-yl)methyleneaminohexanoic acids

Preparative method for the synthesis of lithium, sodium, cesium, and calcium salts of (E)-4-(5-arylisoxazol-3-yl)methyleneaminobutanoic, (E)-6-(5-arylisoxazol-3-yl)methyleneaminohexanoic, (E,S)-3-methyl-2-(5-arylisoxazol-3-yl)methyleneaminobutanoic, (E,S)-4-methyl-2-(5-arylisoxazol-3-yl)methyleneaminopentanoic and (E,2S,3S)-3-methyl-2-(5-arylisoxazol-3-yl)methyleneaminopentanoic acids was developed by reacting 5-phenyl(4-tolyl)isoxazole-3-carbaldehydes with amino acids like 4-aminobutyric and 6-aminocaproic acids, L-valine, L-leucine or L-isoleucine in the presence of lithium hydride, sodium methoxide, cesium carbonate or calcium hydride in boiling methanol.     

Synthesis and structure of 3-arylamino-2-(quinolin-2-yl)tropones

A reaction of substituted 2-(quinolin-2-yl)-1,3-tropolones with POCl₃ leads to the new3-chloro-2-(quinolin-2-yl)tropone derivatives. New 2-(4-arylaminoquinolin-2-yl)-3-aryl-aminocyclohepta-2,4,6-trien-1-ones and 2-[4-morpholino(piperidino)quinolin-2-yl]-3-aryl-aminocyclohepta-2,4,6-trien-1-ones were obtained by nucleophilic substitution reaction of the halogen atom in 2-(4-chloroquinolin-2-yl)-3-chlorotropones and 3-chloro-2-[4-morpholino-(piperidino)quinolin-2-yl]tropones. Molecular structures of 3-chloro-2-(quinolin-2-yl)tropone and 3-arylamino-2-(quinolin-2-yl)tropone were established by X-ray diffraction analysis. Energy and structural characteristics of isomers of 3-arylamino-2-(quinolin-2-yl)tropones in the gas phase and in solution were calculated by the density functional theory method (PBE0/6-31G**).     

New 1-(2-chloroquinolin-3-yl)-4-dimethylamino-2-(naphthalen-1-yl)-1-phenylbutan-2-ols with antituberculosis activity

Russian Chemical Bulletin - New 4-dimethylamino-2-(naphthalen-1-yl)-1-phenyl-1-(quinolin-3-yl)butan-2-ols with antituberculosis activity were synthesized....     

Synthesis of 3-(Benzotriazol-1-yl)naphthoquinone Derivatives

2,3-Bis(benzotriazol-1-yl)-1,4-naphthoquinone reacts with aliphatic and aromatic amines to give the corresponding 2-amino-3-(benzotriazol-1yl)-1,4-naphthoquinones, and its reaction with alkali gives 2-hydroxy-3-(benzotriazol-1-yl)-1,4-naphthoquinone.     

Synthesis,Characterization, and Antioxidant Properties of Novel 1-(4-Aryl-1,3-thiazol-2-yl)-2-{[1-(3-methylbut-2-en-1-yl)-1H-indol-3-yl]methylidene}hydrazines

Russian Journal of Organic Chemistry - A series of novel 1-(4-aryl-1,3-thiazol-2-yl)-2-{[1-(3-methylbut-2-en-1-yl)-1H-indol-3-yl]methyli­dene}hydrazines were synthesized and properly...     

Chemistry of 3-(1H-Indol-3-yl)-3-oxopropanenitrile

This review highlighted the methods used for the synthesis of different heterocyclic compounds derived from 3-(1H-indol-3-yl)-3-oxopropanenitrile. The reactivity and their synthetic importance were investigated. In this context, recent progress in the synthesis and use of 3-(1H-indol-3-yl)-3-oxopropanenitrile as precursors for heterocyclic compounds is reviewed.