Docking,Synthesis, Spectral Characterization,and Evaluation of In Vitro Antifungal Activity of Bis/Monophenyl‐1‐aryl‐1H‐tetrazole‐5‐carboxylate

Some novel compounds of bis/monophenyl‐1‐aryl‐1H‐tetrazole‐5‐carboxylate were synthesized by the equimolar reaction between bis/mono‐1‐aryl‐1H‐tetrazole and phenyl chloroformate in the presence of NaOH in dry tetrahydrofuran. The content was stirred for 4 h at room temperature. Structures of these synthesized compounds were characterized by IR, ¹H‐NMR, ¹³C‐NMR, and mass spectrometric methods. The in vitro antifungal activity study demonstrates that results of compounds 6g and 6h are excellent, 6e a comparatively good one, and other compounds are moderate. The C docker energy of compounds 6g and 6h were ?38.22 and ?32.62 kcal/mol and that of compound 6e was ?21.26 kcal/mol.     

Microwave‐assisted Synthesis,Characterization, and Density Functional Theory Study of Biologically Active Ferrocenyl Bis‐pyrazoline and Bis‐pyrimidine as Organometallic Macromolecules

Organometallic macromolecules such as ferrocenyl bis‐pyrazoline ( 2 , 3 ) and bis‐pyrimidine ( 4 , 5 ) derivatives were synthesized by reacting ferrocenyl bis‐chalcone 1 with thiosemicarbazide/phenylhydrazine/guanidine hydrochloride/thiourea, respectively, under microwave irradiation. Ferrocenyl bis‐chalcone 1 was synthesized by reacting acetyl ferrocene with terephthalaldehyde. Synthesized compounds were characterized by using IR, ¹H NMR, ¹³C NMR, EI‐MS, and elemental analysis. In vitro antibacterial activity against two Gram‐negative and two Gram‐positive bacteria was determined by the disc diffusion assay. Moreover, minimum inhibition concentrations were also measured with reference to chloramphenicol. Thioamide functionally containing ferrocenyl bis‐pyrazoline derivative 2 shows the best antibacterial activity on Escherichia coli and Salmonella typhimurium, among all tested compounds including the reference drug chloramphenicol. The structure–activity relationship is also developed by using computational calculations with density functional theory (DFT)/B3LYP method.     

A Convenient Synthesis and Biological Research of Novel 5,6,7,8‐Tetrahydro‐1,6‐naphthyridin‐2(1H)‐one Derivatives Hydrochloride as Cytotoxic Agents

A series of 5,6,7,8‐tetrahydro‐1,6‐naphthyridin‐2(1H)‐one derivatives hydrochloride were obtained using a convenient and mild method from 4‐piperidone monohydrate hydrochloride. The newly synthesized compounds and their derivatives were characterized by ¹H NMR, ¹³C NMR, and high‐resolution mass spectrometry. Furthermore, cytotoxicity in vitro of the synthesized compounds were screened using MTT or CCK8 assay. The results showed that some of the compounds showed potential antitumor activity. Among of them, compound 10a had effects against tumor cells (MOLM‐13), and the half maximal inhibitory concentration value was 76 μmol/L.     

Ultrasonic Assisted Synthesis of Naphthalene Substituted Schiff Base Derivatives and Their Antioxidant Activity Studies

New Schiff base derivatives, 2,2′‐[naphthalene‐2,7‐diylbis(oxy)]bis[N′‐substituted acetohydrazide] ( 4a‐m ) were synthesized by the acid catalyzed condensation of aryl/hetero aromatic aldehydes with 2,2′‐ [naphthalene‐2,7‐diylbis(oxy)]diacetohydrazide ( 3 ) under reflux temperature and ultrasonic irradiation. These Schiff base derivatives were confirmed through spectral characterization using IR, ¹H NMR, ¹³C NMR and mass spectra. All the synthesized compounds were screened for their antioxidant activity using DPPH free radical scavenging method.     

Study of 1,3‐Dipolar Cycloaddition and Ring Contraction of New 1,4‐Phenylene‐bis[1,5]benzothiazepine Derivatives

Some 1,4‐phenylene‐bis[1,2,4]oxadiazolo‐[5,4‐d][1,5]benzothiazepine derivatives ( 4a , 4b , 4c ) were synthesized by 1,3‐dipolar cycloaddition reaction of benzohydroximinoyl chloride with 1,4‐phenylene‐bis(4‐aryl)‐2,3‐dihydro[1,5]benzothiazepine ( 2a , 2b , 2c ); meanwhile, compounds 2a , 2b , 2c also occurred ring contraction under acylating condition to obtain bis[2‐aryl‐2′‐(β‐1,4‐phenylenevinyl)‐3‐acetyl]‐2,3‐dihydro[1,5]benzothiazoles ( 3a , 3b , 3c ). The structures of some novel compounds were confirmed by IR, ¹H‐NMR, elemental, and X‐ray crystallographic analysis.     

Synthesis and Spectral Characterization of Novel Bis‐thiazole Derivatives via Ring Closure of Benzo[d]thiazol‐2‐amine,Various α‐Haloketones,and S‐Nucleophiles

Novel functionalized bis‐thiazole derivatives ( 4a–d , 9a , b , 13a–e , and 16a–d ) were synthesized in good to excellent yields (70–90%) via the ring closure of benzo[d ]thiazol‐2‐amine and various α‐haloketones in the presence of carbon disulfide or aryl isothiocyanates as S‐nucleophiles. The structures of newly synthesized compounds were characterized by IR, ¹H NMR, ¹³C NMR, elemental analysis, and mass spectroscopy techniques.     

Synthesis,Spectroscopic Characterization,DFT Calculations,and Dynamic Behavior of Mononuclear Macrocyclic Diorganotin(IV) Bis‐Dithiocarbamate Complexes

Nine mononuclear diorganotin(IV) dithiocarbamate complexes 1 – 9 with 19‐, 20‐ and 21‐membered macrocyclic structures were synthesized from dimethyl, di‐n‐butyl, and diphenyltin(IV) dichloride and three bis‐dithiocarbamate ligands derived from secondary bis‐amines having aromatic spacer groups. All compounds were characterized by elemental analysis, mass spectrometry, and spectroscopic methods (IR and ¹H, ¹³C, and ¹¹⁹Sn NMR). Additionally, quantum chemical DFT calculations were performed for the dimethyltin(IV) derivatives in order to model the molecular structures. For one compound series the NMR spectra showed a concentration‐dependent behavior in solution, which was analyzed in detail and permitted to postulate the existence of an equilibrium with the corresponding [2+2] macrocycles.     

Synthesis, Mesogenic and Spectroscopic Properties of 2,5-Disubstituted Thiophene Derivatives

Two series of 2,5-disubstituted thiophene derivatives （series 1： 2,5-bis（p-alkoxyphenylethynyl）thiophene and series 2： 2,5-bis[p-（p-alkoxyphenylethynyl）（phenylethynyl）]thiophene） were synthesized and characterized by ^1H NMR, ^13C NMR, HRMS and elemental analysis. The relationship between the structure and the mesogenic and spectroscopic properties has been discussed. The results show that compounds 1a-1f all exhibited an enantiotropic nematic mesophase, which was confirmed by the polarized optical microscopy （POM）, differential scanning calorimeter （DSC） and variable temperature powder X-ray diffraction （PXRD）. In contrast, the extended conjugated analogues 2a-2b had no liquid crystal properties. As for the spectroscopic properties, incorporating more phenylethynyl units results in red-shifted absorption and emission spectra, greatly enhanced quantum efficiency.     

单氧代-二硒烷基-1, w-二氧取代杯[4]衍生物的合成,结构及萃取性能研究

Novel macrocyclic monooxa-diselkylene-1,ω-dioxy substituted calix[4]arene derivatives 1a-5a were synthesized by the reaction of calix[4]arene dibromides 1-5 with the disodium salt of bis（2-selenylethyl）ether in the yields between 28% and 64%. Their structures were characterized by proton and carbon NMR spectra. X-Ray structure analysis of la further confirmed the cone conformation of compounds 1a-5a. An interesting host-guest complex of la with dichloromethane via CH/π and C1/π interactions was elucidated. Extraction experiments showed that these novel monooxa-diselkylene-1,ω-dioxy substituted calix[4]arene derivatives 1a-5a had strong extraction ability towards mercury ion. The interaction of Hg^2＋with the calix ligand has also been investigated by 1^H NMR titration.     

Synthesis and functionalization of Poly[5,5′‐(silylene)‐2,2′‐dithienylene]s using silyl triflate intermediates†

Treatment of 5,5′‐dilithio‐2,2′‐dithiophene with (dimethylamino)methylsily bis(triflate)‐ or α, ω‐bis(triflate)‐substituted trisilanes gave poly[5,5′‐(silylene)‐2,2′‐dithienylene]s in high yields. The amino–silyl bond was cleaved selectively by triflic acid, leading to triflate‐substituted derivatives. Conversion of these compounds with nucleophiles gave other functionalized polymers. Platinum‐catalyzed hydrosilylation reactions between silicon–vinyl and silicon–hydrogen derivatives result in polymer networks which may serve as interesting preceramic materials. The structures of the polymers were proven by NMR spectroscopy (²⁹Si, ¹³C, ¹H). Results of thermal gravimetric analysis (TGA), UV spectrometry and conductivity measurements are given. Copyright © 1999 John Wiley & Sons, Ltd.     

Efficient Synthesis of 1,3‐Dithiol‐2‐one Derivatives via 4,5‐Bis(dibromomethyl)‐1,3‐dithiol‐2‐one

A series of 1,3‐dithiol‐2‐one derivatives via [4 + 2] Diels–Alder cycloaddition reaction of 4,5‐bis(dibromomethyl)‐1,3‐dithiol‐2‐one with vinyl‐substituted compounds have been synthesized. Structures of all the newly synthesized compounds are well supported by spectral data such as ¹H‐NMR, MS, and elemental analysis. The structures of IVf and IVg have been analyzed by X‐ray crystallography.     

A Novel Route for the Diastereoselective Synthesis of Dispiro[tetrahydroquinoline‐bis(2,2‐dimethyl[1,3]dioxane‐4,6‐dione)] Derivatives via a One‐Pot Domino Multicomponent Reaction of Arylamines,Aromatic Aldehydes,and Meldrum's Acid

A protocol has been developed for the diastereoselective synthesis of dispiro[tetrahydroquinoline‐bis(2,2‐dimethyl[1,3] dioxane‐4,6‐dione)] derivatives via a one‐pot domino multicomponent reaction of arylamines, aromatic aldehydes, and Meldrum's acid for the first time. The products, with remarkable diastereoselectivity, were successfully synthesized in acetic acid media in ambient temperature along with the suggested mechanism through combination of domino Knoevenagel, Michael, and Diels–Alder reactions. The products have been characterized by IR, mass, ¹H NMR, ¹³C NMR spectroscopy, and elemental analyses. The stereoselectivity of compounds was established with crystallography and NMR spectroscopy.     

One‐pot Synthesis of Novel 2,8‐dithioxopyrano[2,3‐d:6,5‐d′]dipyrimidine‐4,6(1H)‐dione Catalyzed by p‐Toluenesulfonic Acid

Novel 2,8‐dithioxopyrano[2,3‐d:6,5‐d′]dipyrimidine‐4,6(1H)‐dione derivatives were synthesized by a clean and efficient methodologies involving one‐pot regioselective and chemoselective reactions between two moles substituted thiobarbituric acid and 1 mol various aromatic aldehydes in the presence of p‐toluenesulfonic acid as a catalyst in EtOH with good yields in compression with alternative conditions such as microwave and promoted ultrasound. All of the compounds have been characterized by IR, ¹H NMR, ¹³C NMR spectral data, and elemental analyses.     

Study of Furoxan Derivatives for Energetic Applications

Two novel energetic compounds, 3,4‐bis(1′,2′,4′‐triazole‐3′‐yl)furoxan (BTAF) and 3,4‐bis(1′‐nitro‐1′,2′,4′‐triazole‐3′‐yl)furoxan (BNTAF), were prepared and their structures were characterized by IR, ¹H NMR, ¹³C NMR, MS techniques and elemental analysis. The properties of BTAF and BNTAF were estimated. The predicted performance data of BTAF are as follows: density (measured) is 1.75 g/cm³, nitrogen content 50.9%, detonation velocity 7277 m/s, detonation pressure 20.1 GPa and enthalpy of formation +419.7 kJ/mol. The predicted performance data of BNTAF are as follows: density is 1.84 g/cm³, nitrogen content 45.2%, enthalpy of formation +841.5 kJ/mol, detonation velocity 8490 m/s and detonation pressure 32.4 GPa. The main themal properties of BTAF and BNTAF were analyzed by DSC and TG techniques, the results show that BTAF melts with concomitant decomposition at 188.8°C, the melting point of BNTAF is at 99.2°C and its first decomposition temperature is 139.2°C.     

Efficient and Facile Catalyst‐free One‐Pot Synthesis and Characterization of Some Novel Bis(2‐benzothiazole) Derivatives

A general method for preparation of benzothiazole derivatives including oxidative cyclization of the corresponding Schiff bases was reported. Herein, we have been synthesized a series of new acyclic‐substituted bis(2‐arylbenzothiazoles). Synthesis of analogs substituted in the benzothiazole ring was achieved via the direct condensation reaction of o‐aminothiophenol with some of dialdehyde compounds under catalyst free in high yields. The structure of these products has been fully characterized by physical and spectroscopic data such as IR, ¹H‐NMR, ¹³C‐NMR, UV‐Vis, MS, and CHN analysis.     

Synthesis of Flavin–Calix[4]arene Conjugate Derivatives

The synthesis of two new flavin substituted calix[4]arene derivatives, 9 and 10 , is described. The first flavin substituted calix[4]arene derivative 9 was synthesized by the reaction of 3‐methylalloxazine ( 5 ) with 25,27‐bis(3‐bromopropoxy)‐26,28‐dihydroxy‐5,11,17,23‐tetra(tert‐butyl)calix[4]arene ( 4 ) in high yield (92%). The other derivative 10 was prepared from 3‐methylalloxazine‐1‐acetic acid ( 7 ) and 25,27‐bis(3‐cyanopropoxy)calix[4]arene ( 3 ). All new compounds were characterized by a combination of FT‐IR and ¹H‐NMR spectroscopy, and elemental‐analysis techniques.     

Synthesis and biological activities of novel bis‐heterocyclic pyrrodiazole derivatives

Novel structures of bis‐heterocyclic pyrrodiazole derivatives containing pyrazole were designed and synthesized. The title compounds were characterized by ¹H NMR, IR, MS, and elemental analysis. Biological activities of three intermediate compounds and 25 pyrrodiazole derivatives were tested in vivo and in vitro. Some of the title compounds exhibited certain herbicidal activities against barnyardgrass and rape. © 2008 Wiley Periodicals, Inc. Heteroatom Chem 19:21–27, 2008; Published online in Wiley InterScience ( www.interscience.wiley.com ). DOI 10.1002/hc.20369     

3-烷基/对烷氧基苯基-3-羟基-联茚满烯二酮衍生物的合成，晶体结构与固态光致变色及光致自由基性质研究

本文合成了一系列3-烷基/对烷氧基苯基-3-羟基-联茚满烯二酮新化合物,并通过¹H NMR, IR, MS 和元素分析数据进行了结构表征,其中化合物1,5,6的结构通过单晶X-Ray衍射进行了确证。分别用固体紫外光谱和电子自旋共振光谱研究了化合物的光致变色性能和光致自由基性质,结果表明：该类化合物在200W高压水银灯光源照射下产生光致变色现象,同时具有光致自由基性质。本文还根据分子结构和及分子内的作用力讨论了性质与结构之间的关系。     

Synthesis of Polysubstituted‐1,2,4‐Triazoles

A new series of substituted 1,2,4‐triazole derivatives have been synthesized using substituted imido derivatives and isonicotinyl hydrazine (or 4‐nitrobenzoylhydrazine) as the key intermediates. These compounds include different donor or acceptor substituents on the 1,2,4‐triazole derivatives. The structures of these compounds were confirmed by FTIR, ¹H‐NMR, ¹³C‐NMR, and elemental analysis.     

1,3‐Bis(trimethylsilyl)‐1,3,2‐diazaphospha‐[3]ferrocenophanes

The 2‐tert‐butyl, 2‐phenoxy, and 2‐diethylamino derivatives of 1,3‐bis(trimethylsilyl)‐1,3,2‐diazaphospha‐[3]ferrocenophane were prepared, and the molecular structure of the latter was determined by X‐ray diffraction. The phosphines could be oxidized by their slow reactions with sulfur or selenium, and the molecular structures of three sulfides and one selenide were determined. In contrast, the synthesis of oxides was less straightforward. All new compounds were characterized in solution by multinuclear magnetic resonance methods (1D and 2D ¹H, ¹³C, ¹⁵N, ²⁹Si, ³¹P, and ⁷⁷Se NMR spectroscopy).