Some new 2-aryl-3,7-dihydro-4H-pyrrolo[2,3-d]pyrimidin-4-ones have been prepared through cyclocondensation of 2-amino 1H-pyrrole-3-carboxamides with aromatic aldehydes followed by air oxidation in the presence of 3-me...Some new 2-aryl-3,7-dihydro-4H-pyrrolo[2,3-d]pyrimidin-4-ones have been prepared through cyclocondensation of 2-amino 1H-pyrrole-3-carboxamides with aromatic aldehydes followed by air oxidation in the presence of 3-methyl-1-（4-sulfonic acid）butylimidazolium hydrogen sulfate[（CH;）;SO;HMIM][HSO;],a Br（?）nsted-acidic ionic liquid,as a green and reusable catalyst in solvent-free conditions.展开更多
Compound（Z）-2-methyl-5,6-dihydrobenzo[d]thiazol-7（4H）-one O-prop-2-yn-1-yl oxime, C11H12N2 OS, as a synthetic precursor of cytotoxic triazoles has been prepared and characterized by NMR spectra. Meanwhile, the cry...Compound（Z）-2-methyl-5,6-dihydrobenzo[d]thiazol-7（4H）-one O-prop-2-yn-1-yl oxime, C11H12N2 OS, as a synthetic precursor of cytotoxic triazoles has been prepared and characterized by NMR spectra. Meanwhile, the crystal of IV was obtained and determined by X-ray single-crystal diffraction. Crystal data： monoclinic system, space group P21/c, a = 9.725（9）, b = 8.068（7）, c = 14.452（13）A, β = 98.68（2）°, V = 1120.9（17）A3, Z = 4, F（000） = 464, Dc = 1.305 g/cm^3, μ = 0.263 mm^-1, R = 0.0457 and w R = 0.1298 for 11511 independent reflections（Rint = 0.0709） and 2289 observed ones（I 〉 2σ（I））.展开更多
Starting from 1H-pyrrole, unreported 3, 4-dihydropyrrolo[2, 1-c][l, 4]oxazin-1-one 4, 7-(4-chlorobenzoyl)-3, 4-dihydropyrrolo[2, 1-c][1, 4]oxazin-1-one 5 and 7-benzoyl-3, 4-dihydro-pyrrolo [2, 1-c][1, 4]oxazin-1-one 9...Starting from 1H-pyrrole, unreported 3, 4-dihydropyrrolo[2, 1-c][l, 4]oxazin-1-one 4, 7-(4-chlorobenzoyl)-3, 4-dihydropyrrolo[2, 1-c][1, 4]oxazin-1-one 5 and 7-benzoyl-3, 4-dihydro-pyrrolo [2, 1-c][1, 4]oxazin-1-one 9 were designed and synthesized. They may have antipyretic and analgesic activities.展开更多
On an example of spontaneous changes 5,7-di-tert-butylspiro (2,5) octa-4,7-diene-6-one at room temperature, a new example of condensations in a solid station is opened. The single crystal of 2-(3’, 5'-di-tert-but...On an example of spontaneous changes 5,7-di-tert-butylspiro (2,5) octa-4,7-diene-6-one at room temperature, a new example of condensations in a solid station is opened. The single crystal of 2-(3’, 5'-di-tert-butyl-4'-hydroxy-phenyl)-ethyloxy-p-cresole is produced as result of a structure transformation 5,7-di-tert-butylspiro (2,5) octa-4,7-diene-6-one in a solid phase at room temperature except a single crystal at transformation 5,7-di-tert-butylspiro (2,5) octa-4,7-diene-6-one a new substance is formed too. Spectrums 1Н and 13С NMR differ from similar spectrums of initial compound and the single crystal. New substance represents an admixture of isomeric compounds, capable reversible to be transformed in initial 5,7-di-tert-butylspiro(2,5) octa-4,7-diene-6-one and 2-(3’, 5'-di-tert-butyl-4'-hydroxyphenyl)-ethyloxy-p-cresole.展开更多
A concise and efficient method for the synthesis of novel 9,10-imethoxybenzo[6,7]oxepino[3,4-b]quinolin13(6H)-one and its derivatives 7a-p has been developed via the intramolecular Friedel-Crafts acylation reactions o...A concise and efficient method for the synthesis of novel 9,10-imethoxybenzo[6,7]oxepino[3,4-b]quinolin13(6H)-one and its derivatives 7a-p has been developed via the intramolecular Friedel-Crafts acylation reactions of 6,7-dimethoxy-2-(phenoxymethyl)quinoline-3-carboxylic acids 6a-p with polyphosphoric acid (PPA) as catalyst and solvent under mild conditions. The key intermediates 6a-p were prepared through the in situ formation of ethyl 6,7-dimethoxy-2-(phenoxymethyl)quinoline-3-carboxylates 5a-p followed by hydrolysis with aqueous ethanolic sodium hydroxide solution. The novel synthetic method has the advantages of good yields, easy work-up, and environmentally friendly character, which may provide a novel highly efficient process for making quinoline and related azaheterocycle libraries.展开更多
The two diarylheptanoids (E)-1-(4-hydroxy-3-methoxyphenyl)-7-(4-hydroxyphenyl) hept-4-en-3-one 1 (Gingerenone C) and (±)-5-hydroxy-1-(4-hydroxy-3-methoxyphenyl)-7-(4- hydroxyphenyl)-3-heptanone 2 were synthesized...The two diarylheptanoids (E)-1-(4-hydroxy-3-methoxyphenyl)-7-(4-hydroxyphenyl) hept-4-en-3-one 1 (Gingerenone C) and (±)-5-hydroxy-1-(4-hydroxy-3-methoxyphenyl)-7-(4- hydroxyphenyl)-3-heptanone 2 were synthesized from vanillin 3 and 4-hydroxybenzaldehyde 9.展开更多
A facile enantioselective synthesis of all four stereoisomers of (2E,4E)-4,6,10,12-tetramethyl-2,4-tridecadien-7-one (1) is described. The stereochemistry at 6-C and 10-C of 1 was constructed by using optically active...A facile enantioselective synthesis of all four stereoisomers of (2E,4E)-4,6,10,12-tetramethyl-2,4-tridecadien-7-one (1) is described. The stereochemistry at 6-C and 10-C of 1 was constructed by using optically active citronellal as starting material and by the asymmetric crotylic metal reaction. In the bioassay and field tests, only la, i.e. (6R,10R)-1 was active. The other three isomers 1b (6S,10R), 1c (6R,10S) and 1d (6S,10S) were inactive. Therefore, the naturally occurring pheromone was assigned as (6K,10R)-1.展开更多
Bromination is used as a strategy to improve biological activity in medicinal chemistry.In order to study on the structure-activity relationships of the novel acetylcholinesterase inhibitors with 7H-thiazolo[3,2-b]-1,...Bromination is used as a strategy to improve biological activity in medicinal chemistry.In order to study on the structure-activity relationships of the novel acetylcholinesterase inhibitors with 7H-thiazolo[3,2-b]-1,2,4-triazin-7-one scaffold,based on our previous work and molecular modeling,a series of novel 3-aryl-6-（bromoarylrnethyl）-7H-thiazolo[3,2-b]-1,2,4-triazin-7-one derivatives were designed by molecular docking,synthesized and characterized by mass spectra,infrared spectra,proton NMR and elemental analyses.The study of AChE inhibitory activity was carried out using the Ellman colorimetric assay with huperzine-A as the positive control.Most of all target compounds exhibited more than 45%inhibition at 10μmol/L.The preliminary structureactivity relationship was the bromine atoms and the hydroxyl group at the phenyl ring at the C6 position of the parent nucleus played significant roles in the AChE inhibitory activity of the target compounds.展开更多
An efficient ultrasound-assisted preparation of a series of novel 4-aryl-3-methyl-4,5-dihydro-l//-pyrazolo[34-b]pyridin-6（7H）ones via the reaction of 5-amino-3-methyl-1H-pyrazole,Meldrum＇s acid and various arylalde...An efficient ultrasound-assisted preparation of a series of novel 4-aryl-3-methyl-4,5-dihydro-l//-pyrazolo[34-b]pyridin-6（7H）ones via the reaction of 5-amino-3-methyl-1H-pyrazole,Meldrum＇s acid and various arylaldehydes using one-pot three-component approach is described.This rapid method produced the products in short reaction times（3-4 min） and excellent yields（87-95%）.展开更多
文摘Some new 2-aryl-3,7-dihydro-4H-pyrrolo[2,3-d]pyrimidin-4-ones have been prepared through cyclocondensation of 2-amino 1H-pyrrole-3-carboxamides with aromatic aldehydes followed by air oxidation in the presence of 3-methyl-1-（4-sulfonic acid）butylimidazolium hydrogen sulfate[（CH;）;SO;HMIM][HSO;],a Br（?）nsted-acidic ionic liquid,as a green and reusable catalyst in solvent-free conditions.
基金Supported by the National Natural Science Foundation of China(No.21102084)Natural Science Foundation(No.KJ2010B001)Scientific Research Innovation Foundation of Graduate School of China Three Gorges University
文摘Compound（Z）-2-methyl-5,6-dihydrobenzo[d]thiazol-7（4H）-one O-prop-2-yn-1-yl oxime, C11H12N2 OS, as a synthetic precursor of cytotoxic triazoles has been prepared and characterized by NMR spectra. Meanwhile, the crystal of IV was obtained and determined by X-ray single-crystal diffraction. Crystal data： monoclinic system, space group P21/c, a = 9.725（9）, b = 8.068（7）, c = 14.452（13）A, β = 98.68（2）°, V = 1120.9（17）A3, Z = 4, F（000） = 464, Dc = 1.305 g/cm^3, μ = 0.263 mm^-1, R = 0.0457 and w R = 0.1298 for 11511 independent reflections（Rint = 0.0709） and 2289 observed ones（I 〉 2σ（I））.
文摘Starting from 1H-pyrrole, unreported 3, 4-dihydropyrrolo[2, 1-c][l, 4]oxazin-1-one 4, 7-(4-chlorobenzoyl)-3, 4-dihydropyrrolo[2, 1-c][1, 4]oxazin-1-one 5 and 7-benzoyl-3, 4-dihydro-pyrrolo [2, 1-c][1, 4]oxazin-1-one 9 were designed and synthesized. They may have antipyretic and analgesic activities.
文摘On an example of spontaneous changes 5,7-di-tert-butylspiro (2,5) octa-4,7-diene-6-one at room temperature, a new example of condensations in a solid station is opened. The single crystal of 2-(3’, 5'-di-tert-butyl-4'-hydroxy-phenyl)-ethyloxy-p-cresole is produced as result of a structure transformation 5,7-di-tert-butylspiro (2,5) octa-4,7-diene-6-one in a solid phase at room temperature except a single crystal at transformation 5,7-di-tert-butylspiro (2,5) octa-4,7-diene-6-one a new substance is formed too. Spectrums 1Н and 13С NMR differ from similar spectrums of initial compound and the single crystal. New substance represents an admixture of isomeric compounds, capable reversible to be transformed in initial 5,7-di-tert-butylspiro(2,5) octa-4,7-diene-6-one and 2-(3’, 5'-di-tert-butyl-4'-hydroxyphenyl)-ethyloxy-p-cresole.
文摘A concise and efficient method for the synthesis of novel 9,10-imethoxybenzo[6,7]oxepino[3,4-b]quinolin13(6H)-one and its derivatives 7a-p has been developed via the intramolecular Friedel-Crafts acylation reactions of 6,7-dimethoxy-2-(phenoxymethyl)quinoline-3-carboxylic acids 6a-p with polyphosphoric acid (PPA) as catalyst and solvent under mild conditions. The key intermediates 6a-p were prepared through the in situ formation of ethyl 6,7-dimethoxy-2-(phenoxymethyl)quinoline-3-carboxylates 5a-p followed by hydrolysis with aqueous ethanolic sodium hydroxide solution. The novel synthetic method has the advantages of good yields, easy work-up, and environmentally friendly character, which may provide a novel highly efficient process for making quinoline and related azaheterocycle libraries.
文摘The two diarylheptanoids (E)-1-(4-hydroxy-3-methoxyphenyl)-7-(4-hydroxyphenyl) hept-4-en-3-one 1 (Gingerenone C) and (±)-5-hydroxy-1-(4-hydroxy-3-methoxyphenyl)-7-(4- hydroxyphenyl)-3-heptanone 2 were synthesized from vanillin 3 and 4-hydroxybenzaldehyde 9.
基金supported by the National Natural Science Foundation of China.
文摘A facile enantioselective synthesis of all four stereoisomers of (2E,4E)-4,6,10,12-tetramethyl-2,4-tridecadien-7-one (1) is described. The stereochemistry at 6-C and 10-C of 1 was constructed by using optically active citronellal as starting material and by the asymmetric crotylic metal reaction. In the bioassay and field tests, only la, i.e. (6R,10R)-1 was active. The other three isomers 1b (6S,10R), 1c (6R,10S) and 1d (6S,10S) were inactive. Therefore, the naturally occurring pheromone was assigned as (6K,10R)-1.
基金supported by the National Natural Science Foundation ofChina(No.21072130)
文摘Bromination is used as a strategy to improve biological activity in medicinal chemistry.In order to study on the structure-activity relationships of the novel acetylcholinesterase inhibitors with 7H-thiazolo[3,2-b]-1,2,4-triazin-7-one scaffold,based on our previous work and molecular modeling,a series of novel 3-aryl-6-（bromoarylrnethyl）-7H-thiazolo[3,2-b]-1,2,4-triazin-7-one derivatives were designed by molecular docking,synthesized and characterized by mass spectra,infrared spectra,proton NMR and elemental analyses.The study of AChE inhibitory activity was carried out using the Ellman colorimetric assay with huperzine-A as the positive control.Most of all target compounds exhibited more than 45%inhibition at 10μmol/L.The preliminary structureactivity relationship was the bromine atoms and the hydroxyl group at the phenyl ring at the C6 position of the parent nucleus played significant roles in the AChE inhibitory activity of the target compounds.
基金Financial support from the Research Council of University of Guilan is sincerely acknowledged
文摘An efficient ultrasound-assisted preparation of a series of novel 4-aryl-3-methyl-4,5-dihydro-l//-pyrazolo[34-b]pyridin-6（7H）ones via the reaction of 5-amino-3-methyl-1H-pyrazole,Meldrum＇s acid and various arylaldehydes using one-pot three-component approach is described.This rapid method produced the products in short reaction times（3-4 min） and excellent yields（87-95%）.
基金supported by national 863 project(Grant No.2004AA625030,2001AA620503)NNSFC(Grant No.20432030)Key Innovative Project of the Academy(Grant No.KZCX3-SW-215).
