Synthesis and Anti-inflammatory Activity of 2-(E)-(4-Hy-droxy-3-methoxybenzylidene)-5-(N-Substituted aminomethyl)Cyclopentanones

A series of 2 (E) (4 hydroxy 3 methoxybenzylidene) 5 (N substituted ami nomethyl) cyclopentanones was synthesized and evaluated for the anti inflammatory activity. All of the target compounds were confirmed by spectral analysis and elemental analysis. Preliminary pharmacological tests showed that several compounds exerted appreciable inhibitory effect on xylene induced ear edema in mice and that alteration of the substituents of anilines had significant influence in anti inflammatory potency.

Synthesis and Antiinflammatory Activity of 2 (4 Methoxy benzylidene) 5 aminomethyl Cyclopentanone Derivatives

In this paper, ten new derivatives of 2 (4 methoxybenzylidene) 5 aminomethyl cyclopentanone were designed and synthesized The structures of all these ten title compounds have been confirmed by IR, 1 H NMR and elemental analysis The compounds have been examined for the antiinflammatory activity on carrageenin induced rat paw edema test Through chemical synthesis, we have confirmed that the amino exchange reaction proceeds by an elimination addition mechanism

Selective tandem hydrogenation and rearrangement of furfural to cyclopentanone over CuNi bimetallic catalyst in water

Tandem catalysis for the hydrogenation rearrangement of furfural(FA)provides an attractive solution for manufacturing cyclopentanone(CPO)from renewable biomass resources.The Cu-Ni/Al-MCM-41 catalyst was synthesized and afforded excellent catalytic performance with 99.0%conversion and 97.7%selectivity to CPO in a near-neutral solution under 2.0 MPa H2 at 160℃ for 5 h,much higher than those on other molecular sieve supports including MCM-41,SBA-15,HY,and ZSM-5.A small amount of Al highly dispersed in MCM-41 plays an anchoring role and ensures the formation of highly dispersed CuNi bimetallic nanoparticles(NPs).The remarkably improved catalytic performance may be attributed to the bimetallic synergistic and charge transfer effects.In addition,the initial FA concentration and the aqueous system pH required precise control to minimize polymerization and achieve high selectivity of CPO.Fourier transform infrared spectroscopy and mass spectra results indicated that polymerization was sensitive to pH values.Under acidic conditions,FA and intermediate furfuryl alcohol polymerize,while the intermediate 4-hydroxy-2-cyclopentenone mainly polymerizes under alkaline conditions,blocking the cascade of multiple reactions.Therefore,near-neutral conditions are most suitable for minimizing the impact of polymerization.This study provides a useful solution for the current universal problems of polymerization side reactions and low carbon balance for biomass conversion.

Syntheses of Novel Asymmetric Cyclopentanone Dyes and Measurement of Two-photon Absorption Cross-section

A simple synthesis route with a high yield of novel asymmetric cyclopentanone dyes 3a-3e and their highly two-photon up-converted fluorescences are reported. The dyes have good solubilities in most of ordinary solvents, a wide UV absorption wavelength range from 380-540 nm, and high fluorescence quantum yields. The two-photon absorption cross-sections of dyes 3a-3e were measured in chloroform by a two-photon induced fluorescence method. All of these properties of the new dyes make them suitable for being used as two-photon fluorescent probes.

Experimental and Theoretical Study on Dissociative Photoionization of Cyclopentanone

The dissociative photoionization of cyclopentanone was investigated by means of a reflectron time-of-flight mass spectrometer(RTOF-MS)with tunable vacuum ultraviolet synchrotron radiation in the photon energy range of 9.0~15.5 eV.The photoionization efficiency(PIE)curves for molecular ion and fragment ions were measured.The ionization energy of cyclopentanone was determined to be 9.230.03 eV.Fragment ions from the dissociative photoionization of cyclopentanone were identified as C5H7O+,C4H5O+,C4H8+/C3H4O+,C3H3O+,C4H6+,C2H4O+,C3H6+,C3H5+,C3H4+,C3H3+,C2H5+and C2H4+.With the aid of the ab initio calculations at theωB97X-D/6-31+G(d,p)level of theory,the dissociative mechanisms of C5H8O+are proposed.Ring opening and hydrogen migrations are the predominant processes in most of the fragmentation pathways of cyclopentanone.

Synthesis of 2-Heterocyclomethyl-5-diphenylmethylene-cyclopentanone Hydrochlorides and their Inhibitory Effect on Tumor Cell Growth

Sixteen new 2-heterocyclomethyl-5-diphenylmethylenecyclopentanone hydrochlorides were designed and synthesized. The growth inhibitory effect of these compounds in vitro was conducted using a MTF assay in human breast cancer T47D cells.

Synthesis of dimethyl adipate from cyclopentanone and dimethyl carbonate over solid base catalysts

A facile route for the synthesis of dimethyl adipate （DAP） from cyclopentanone and dimethyl carbonate （DMC） in the pres- ence of solid base catalysts has been developed. It was found that the intermediate carbomethoxycyclopentanone （CMCP） was produced from cyclopentanone with DMC in the first step, and then CMCP was further converted to DAP by reacting with a methoxide group. The role of the basic catalysts can be mainly ascribed to the activation of cyclopentanone via the abstraction of a proton in the a-position by base sites, and solid bases with moderate strength, such as MgO, favor the formation of DAP.

Aqueous-phase catalytic hydrogenation of furfural to cyclopentanol over Cu-Mg-Al hydrotalcites derived catalysts:Model reaction for upgrading of bio-oil

A series of Cu-Mg-Al hydrotalcites derived oxides with a(Cu+Mg)/Al mole ratio of 3 and varied Cu/Mg mole ratio(from 0.07 to 0.30) were prepared by co-precipitation and calcination methods, then they were introduced to the hydrogenation of furfural in aqueous-phase. Effects of Cu/Mg mole ratio, reaction temperature, initial hydrogen pressure, reaction time and catalyst amount on the conversion rate of furfural as well as the selectivity toward desired product cyclopentanol were systematically investigated. The conversion of furfural over calcined hydrotalcite catalyst with a Cu/Mg mole ratio of 0.2 was up to 98.5% when the reaction was carried out under 140 ?C and the initial hydrogen pressure of 4 MPa for 10 h, while the selectivity toward cyclopentanol was up to 94.8%. The catalysts were characterized by XRD and SEM. XRD diffraction of all the samples showed characteristic pattern of hydrotalcite with varied peak intensity as a result of different Cu content. The catalytic activity was improved gradually with the increase of Cu component in the hydrotalcite.

Synthesis, Crystal Structure and Theoretical Calculations of N-Benzyl-1-(5-(3-chlorophenyl)-1,3,4-oxadiazol-2-yl)cyclopentanamine

N-benzyl-1-（5-（3-chlorophenyl）-1,3,4-oxadiazol-2-yl）cyclopentanamine was synthesized via one-pot reaction of appropriate benzylamine, cyclopentanone,（N-isocyanimino）triphenylphosphorane and m-chlorobenzoic acid. The quantum theoretical calculations for crystal structure were performed by density functional theory（DFT/B3LYP/6-311＋G＊）. From the optimized structure, geometric parameters were obtained and experimental measurements were compared with the calculated data. Frontier molecular orbitals（FMOs）, total density of states（DOS）, molecular electrostatic potential（MEP）, molecular properties, natural charges, NMR parameters and NBO analysis for the product were investigated by theoretical calculations.

The Synthesis and Cytotoxicity of Novel Thiophene Derivatives Derived from 2-(4-Oxo-4,4-Dihydrothiazol-2-yl) Acetonitrile

The reaction of the 2-(4-oxo-4,4-dihydrothiazol-2-yl)acetonitrile 1 with cyaclopentanone (2) afforded the condensed product 3. The latter underwent a series of heterocyclizations through its reaction with different reagents. Moreover, compound 1 underwent the Gewald’s thiophene to afford compounds 15 and 17. The reaction of either hydrazine hydrate or phenylhydrazine with compound 17 gave the hydrazide derivatives 19a and 19b, respectively. The cytotoxicity of the newly synthesized products was measured towards the three cancer cell lines MCF-7, NCI-H460 and SF-268. The study showed that compounds 3, 5, 9c, 11, 13a, 13c, 17 and 19b were the most active compounds towards the three cancer cell lines.

Characterization and reactivity of γ-Al2O3 supported Pd–Cu bimetallic nanocatalysts for the selective oxygenization of cyclopentene

In this work, Pd–Cu/γ-Al2O3 is prepared by the impregnation method and investigated for selective oxygenization of cyclopentene to cyclopentanone. A series of bimetallic Pd–Cu/γ-Al2O3 nanocatalysts were prepared and the structures characterized by XRD, XPS and TEM. We determined that the obtained Pd–Cu/γ-Al2O3（molar ratio Pd：Cu = 5：1） was an efficient catalyst for the oxygenization of cyclopentene to cyclopentanone with 95% selectivity and 85% conversion（100 °C, 1 MPa initial O2 pressure, 7 h）.

Synthesis and spectroscopic characterization of novel 2-amino-4,5,6,7-tetrahydro-3H-cyclopenta[d]pyrimidine and pyrimido[1,2-α]pyrimidine derivatives

2-Aminocyclopenta[d]pyrimidines 3a-c were achieved via a one-pot, three-component reactions of cyclopentanone 1, aromatic aldehyde and guanidine hydrochloride （1：2：1 molar ratio）. Also, cyclization of 2,5-bis-（arylmethylidene）cyclopentanones 2 with guanidine hydrochloride （1：1 molar ratio） in methanol in the presence of sodium methoxide afforded cyclopenta-[d]pyrimidines 3. Compound 3c has been shown to be a useful building block for the synthesis of some novel pyrimido[ 1,2-a]pyrimidines 5, 7 and 12. The structures of the newly synthesized compounds were confirmed on the basis of analytical and spectral data,