Substituted imidazoles are of interest because of their useful biological activities. While several methods have been developed for the synthesis of such compounds, some of the reported methods utilize corrosive or to...Substituted imidazoles are of interest because of their useful biological activities. While several methods have been developed for the synthesis of such compounds, some of the reported methods utilize corrosive or toxic catalysts. We report a bismuth (III) triflate catalyzed multicomponent synthesis of 2,4,5-trisubstituted imidazoles. Bismuth (III) compounds are attractive from a green chemistry perspective because they are remarkably non-toxic and non-corrosive. Multicomponent syntheses save time and generate less waste.展开更多
Substituted imidazoles are of interest because of their useful biological activities. While several methods have been developed for the synthesis of such compounds, some of the reported methods utilize corrosive or to...Substituted imidazoles are of interest because of their useful biological activities. While several methods have been developed for the synthesis of such compounds, some of the reported methods utilize corrosive or toxic catalysts. We report a bismuth (III) triflate catalyzed multicomponent synthesis of 2,4,5-trisubstituted imidazoles. Bismuth (III) compounds are attractive from a green chemistry perspective because they are remarkably non-toxic and non-corrosive. Multicomponent syntheses save time and generate less waste.展开更多
Sodium dihydrogen phosphate (NaH2PO4) efficiently catalyzes the condensation reaction of benzil, aldehydes, amines and ammonium acetate in a four-component reaction under solvent-free conditions. The reaction procee...Sodium dihydrogen phosphate (NaH2PO4) efficiently catalyzes the condensation reaction of benzil, aldehydes, amines and ammonium acetate in a four-component reaction under solvent-free conditions. The reaction proceeds rapidly and affords the corresponding tetra-substituted imidazoles in high yields. Also an efficient route was developed for the synthesis of tri-substituted imidazoles from condensation of benzil, aldehydes and ammonium acetate using NaH2PO4.展开更多
A simple, multi component, one-pot method has been reported for the synthesis of poly substituted imidazoles in presence of magnetically separable and recyclable spinel nano copper ferrite as heterogeneous catalyst by...A simple, multi component, one-pot method has been reported for the synthesis of poly substituted imidazoles in presence of magnetically separable and recyclable spinel nano copper ferrite as heterogeneous catalyst by the cyclo-condensation of benzil, aromatic aldehyde, ammonium acetate and substituted amines under ultrasonic irradiation. This method of preparation has many advantages compared to those methods which are previously reported in the literature. This methodology offers simple experimental procedure, milder reaction conditions and environmentally benign approach.展开更多
t 4,5 -diphenyl, 4,5 - bis(4 - methylphenyl), 4,5 - bis(4 - methoxyphenyl) - 2 -(2,5 - dAnethylthiophen -3 -yl ) imidazoles were synthesized. Oxidation of the obtained Anidazoles with potassium ferricyanide in water -...t 4,5 -diphenyl, 4,5 - bis(4 - methylphenyl), 4,5 - bis(4 - methoxyphenyl) - 2 -(2,5 - dAnethylthiophen -3 -yl ) imidazoles were synthesized. Oxidation of the obtained Anidazoles with potassium ferricyanide in water - alcohol solution of alkali gave the corresponding dimers. The structtires of imidazoles were characterized by IR, 1H NMR, mass spectroscopy and elemental analysis. The structures of dimers were characterized by IR, elemental analysis and chromatography展开更多
Application of sulfuric acid immobilized on silica gel as an efficient and benign catalyst has been explored in the syn-thesis of 2,4,5-Triaryl-1H-imidazoles via condensation reaction of benzil or benzoin, aldehyde an...Application of sulfuric acid immobilized on silica gel as an efficient and benign catalyst has been explored in the syn-thesis of 2,4,5-Triaryl-1H-imidazoles via condensation reaction of benzil or benzoin, aldehyde and ammonium acetate. The key advantages of this process are high yields, cost effectiveness of catalyst, easy work-up, purification of products by non-chromatographic method and the reusability of the H2SO4.SiO2 catalyst.展开更多
Secondary amine based ionic liquid and defective Keggin type heteropoly acid (HPA) are separately used for efficient one-pot four-component synthesis of 1,2,4,5-tetrasubstituted imidazoles assisted by microwave (MW). ...Secondary amine based ionic liquid and defective Keggin type heteropoly acid (HPA) are separately used for efficient one-pot four-component synthesis of 1,2,4,5-tetrasubstituted imidazoles assisted by microwave (MW). Eco-friendly solvent free procedure, short reaction time, high yield of products and reusability of catalysts are important features of the synthesis. A comparative study on the efficiency of the two catalysts is reported. This work further demonstrates the alternate use of urea, instead of often used ammonium acetate, as source of nitrogen.展开更多
Three inexpensive and air-/moisture-stable Salen-Cu complexes 1-3 were evaluated to be a novel class of catalysts for the N-arylation of imidazoles with aryl halides. A variety of aryl iodides, bromides underwent the ...Three inexpensive and air-/moisture-stable Salen-Cu complexes 1-3 were evaluated to be a novel class of catalysts for the N-arylation of imidazoles with aryl halides. A variety of aryl iodides, bromides underwent the coupling with imida-zoles, promoted by the complex 3, in moderate to excellent yields without the protection by an inert gas.展开更多
A simple, convenient and efficient method for the synthesis of 1,2,4,5-tetrasubstituted imidazole derivatives using benzoin, an aromatic aldehyde, an aromatic amine in the presence of ammonium acetate catalyzed by hig...A simple, convenient and efficient method for the synthesis of 1,2,4,5-tetrasubstituted imidazole derivatives using benzoin, an aromatic aldehyde, an aromatic amine in the presence of ammonium acetate catalyzed by high surface area SiO2 and induced by free solar thermal energy was reported. C 2009 Kamal User Sadek. Published by Elsevier B.V. on behalf of Chinese Chemical Society. All rights reserved.展开更多
Two compounds have been obtained by the reaction of metal(Cu(II)), 4,4'-bis(imidazol-l-yl)diphenyl thioether(BIDPT) with two carboxylic acids, 4,4'-oxydibenzoic acid(H2oba) and phthalic acid(H2pht). The ...Two compounds have been obtained by the reaction of metal(Cu(II)), 4,4'-bis(imidazol-l-yl)diphenyl thioether(BIDPT) with two carboxylic acids, 4,4'-oxydibenzoic acid(H2oba) and phthalic acid(H2pht). The crystal structures of the resulting compounds, namely {[Cu(BIDPT)(oba)]·H2O}n(1) and {Cu(BIDPT)(pht)}n(2), have been determined by single-crystal X-ray diffraction analysis. Compound 1 is of orthorhombic system, space group Pbcn with a = 27.8310(3), b = 10.7791(1), c = 19.3913(2)A, V = 5817.0(3) ?3 and Mr = 656.15. Compound 2 belongs to the monoclinic system, space group C2/c with a = 18.2678(2), b = 11.0259(1), c = 22.906(2) A, β = 97.727(2)o, V = 4571.8(8) A3 and Mr = 545.04. Structural analyses reveal that compounds 1 and 2 respectively exhibit two-dimensional(2D) wavy and corrugated layer structures. Through intermolecular hydrogen bonding, compound 1 is assembled into a 3D supramolecular structure. The thermal stability and ultraviolet spectroscopy properties of the two compounds are also investigated.展开更多
Several new sulfonates and sulfonamides were synthesized with sulfonyl imidazoles as reagents. These compounds were characterized by ^1H NMR. The melting points of all solids synthesized were obtained on Fisher-Johns ...Several new sulfonates and sulfonamides were synthesized with sulfonyl imidazoles as reagents. These compounds were characterized by ^1H NMR. The melting points of all solids synthesized were obtained on Fisher-Johns Melting Point Apparatus.展开更多
A new efficient synthesis of bisphenol A diether bis-imidazoles and bis-benzimidazoles by bromoalkylation and imidazolylation or benzimidazolylation two-step reactions from commercial bisphenol A, imidazole, 2-methyli...A new efficient synthesis of bisphenol A diether bis-imidazoles and bis-benzimidazoles by bromoalkylation and imidazolylation or benzimidazolylation two-step reactions from commercial bisphenol A, imidazole, 2-methylimidazole and benzimidazole is reported.展开更多
Phosphorus pentoxide supported on silica gel (P2O5/SiO2) has been used as an efficient and reusable catalyst for the one-pot pseudo four-component synthesis of 2,4,5-trisubstituted imidazoles from benzil or benzoin,...Phosphorus pentoxide supported on silica gel (P2O5/SiO2) has been used as an efficient and reusable catalyst for the one-pot pseudo four-component synthesis of 2,4,5-trisubstituted imidazoles from benzil or benzoin, aldehydes, and ammonium acetate. It was also used for four-component preparation of 1,2,4,5-tetrasubstituted imidazoles from benzil or benzoin, aldehydes, primary amine, and ammonium acetate under thermal solvent-free conditions. The remarkable features of this new procedure are high conversions, cleaner reaction, simple experimental and work-up procedures and also the catalyst can be easily separated from the reaction mixture and reused several times without any loss of its activity.展开更多
Nanosized MCM-41-SO3H based on ordered mesoporous silica material with a covalent sulfonic acid group was synthesized and used as acid catalyst for the new, simple, convenient and green synthesis of 2,4,5-trisubstitut...Nanosized MCM-41-SO3H based on ordered mesoporous silica material with a covalent sulfonic acid group was synthesized and used as acid catalyst for the new, simple, convenient and green synthesis of 2,4,5-trisubstituted and 1,2,4,5-tetra-substituted imidazoles. Also some of synthesis products are new. Echo-friendly protocol, short reaction times, easy and quick isolation of the products and excellent yields are the main advantages of this procedure.展开更多
Tetrazole-l-acetic acid was found to serve as a superior ligand for Cul-catalyzed N-arylation of imidazoles with aryl iodides under a low catalyst loading (5 mol% of Cul). A variety of aryl iodides could he aminated...Tetrazole-l-acetic acid was found to serve as a superior ligand for Cul-catalyzed N-arylation of imidazoles with aryl iodides under a low catalyst loading (5 mol% of Cul). A variety of aryl iodides could he aminated to provide the N-arylated products in good to excellent yields without the need of an inert atmosphere.展开更多
As a prevailing cathode material of lithium-ion batteries(LIBs),LiCoO_(2)(LCO)still encounters the tricky problems of structural collapse,whose morphological engineering and cation doping are crucial for surmounting t...As a prevailing cathode material of lithium-ion batteries(LIBs),LiCoO_(2)(LCO)still encounters the tricky problems of structural collapse,whose morphological engineering and cation doping are crucial for surmounting the mechanical strains and alleviating phase degradation upon cycling.Hereinafter,we propose a strategy using a zeolitic imidazolate framework(ZIF)as the self-sacrificing template to directionally prepare a series of LiNi_(0.1)Co_(0.9)O_(2)(LNCO)with tailorable electrochemical properties.The rational selection of sintering temperature imparts the superiority of the resultant products in lithium storage,during which the sample prepared at 700℃(LNCO-700)outperforms its counterparts in cyclability(156.8 mA h g^(-1)at 1 C for 200 cycles in half cells,1 C=275 mA g^(-1))and rate capability due to the expedited ion/electron transport and the strengthen mechanical robustness.The feasibility of proper Ni doping is also divulged by half/full cell tests and theoretical study,during which LNCO-700(167 mA h g^(-1)at 1 C for 100 cycles in full cells)surpasses LCO-700 in battery performance due to the mitigated phase deterioration,stabilized layered structu re,ameliorated electro nic co nductivity,a nd exalted lithium sto rage activity.This work systematically unveils tailorable electrochemical behaviors of LNCO to better direct their practical application.展开更多
Cyclic phosphoric acid catalyzed one-pot,four component reactions of benzil,aldehydes,primary amines and ammonium acetate in refluxing ethanol were developed,giving highly substituted imidazoles in excellent yield.
Immobilized copper(Ⅱ) in organic-inorganic hybrid materials catalyzed Ar-N coupling of arylboronic acids with imidazoles has been developed. Arylboronic acids reacted with imidazoles smoothly in the presence of a 3...Immobilized copper(Ⅱ) in organic-inorganic hybrid materials catalyzed Ar-N coupling of arylboronic acids with imidazoles has been developed. Arylboronic acids reacted with imidazoles smoothly in the presence of a 3-(2-aminoethylamino)propyl functionalized silica gel immobilized copper(Ⅱ) catalyst (10 mol%) in methanol without any additives and bases. The reactions generated the corresponding cross-coupling products in good yields. Furthermore, silica-supported copper can be recovered and recycled by a simple filtration procedure and used for five consecutive trials without decreases in activity.展开更多
An effcient method for the synthesis of imidazole derivatives by a three-component condensation of benzil or 9,10-phenanthrenequinone,aldehydes and ammonium acetate using supported ionic liquidlike phase(SILLP)catal...An effcient method for the synthesis of imidazole derivatives by a three-component condensation of benzil or 9,10-phenanthrenequinone,aldehydes and ammonium acetate using supported ionic liquidlike phase(SILLP)catalyst under ultrasonic irradiation or classical heating conditions is reported.The present methodology offers several advantages,such as excellent yields,simple procedures,short reaction times,simple work-up and mild conditions.The catalyst is easily separated from the products by fltration and also exhibits remarkable reusable activity.These highly substituted imidazoles were also evaluated for their anti-microbial activity.展开更多
INTRODUCTION Due to their special structures, two nitrogen five-membered heterocyclic com- pounds, including imidazole and pyrazole derivatives, are very important in biochem- istry, medical chemistry, physical chemis...INTRODUCTION Due to their special structures, two nitrogen five-membered heterocyclic com- pounds, including imidazole and pyrazole derivatives, are very important in biochem- istry, medical chemistry, physical chemistry, organic chemistry and catalysis. How- ever, unbranched alkyl-substituted imidazoles and pyrazoles are relatively few.展开更多
文摘Substituted imidazoles are of interest because of their useful biological activities. While several methods have been developed for the synthesis of such compounds, some of the reported methods utilize corrosive or toxic catalysts. We report a bismuth (III) triflate catalyzed multicomponent synthesis of 2,4,5-trisubstituted imidazoles. Bismuth (III) compounds are attractive from a green chemistry perspective because they are remarkably non-toxic and non-corrosive. Multicomponent syntheses save time and generate less waste.
文摘Substituted imidazoles are of interest because of their useful biological activities. While several methods have been developed for the synthesis of such compounds, some of the reported methods utilize corrosive or toxic catalysts. We report a bismuth (III) triflate catalyzed multicomponent synthesis of 2,4,5-trisubstituted imidazoles. Bismuth (III) compounds are attractive from a green chemistry perspective because they are remarkably non-toxic and non-corrosive. Multicomponent syntheses save time and generate less waste.
文摘Sodium dihydrogen phosphate (NaH2PO4) efficiently catalyzes the condensation reaction of benzil, aldehydes, amines and ammonium acetate in a four-component reaction under solvent-free conditions. The reaction proceeds rapidly and affords the corresponding tetra-substituted imidazoles in high yields. Also an efficient route was developed for the synthesis of tri-substituted imidazoles from condensation of benzil, aldehydes and ammonium acetate using NaH2PO4.
文摘A simple, multi component, one-pot method has been reported for the synthesis of poly substituted imidazoles in presence of magnetically separable and recyclable spinel nano copper ferrite as heterogeneous catalyst by the cyclo-condensation of benzil, aromatic aldehyde, ammonium acetate and substituted amines under ultrasonic irradiation. This method of preparation has many advantages compared to those methods which are previously reported in the literature. This methodology offers simple experimental procedure, milder reaction conditions and environmentally benign approach.
文摘t 4,5 -diphenyl, 4,5 - bis(4 - methylphenyl), 4,5 - bis(4 - methoxyphenyl) - 2 -(2,5 - dAnethylthiophen -3 -yl ) imidazoles were synthesized. Oxidation of the obtained Anidazoles with potassium ferricyanide in water - alcohol solution of alkali gave the corresponding dimers. The structtires of imidazoles were characterized by IR, 1H NMR, mass spectroscopy and elemental analysis. The structures of dimers were characterized by IR, elemental analysis and chromatography
文摘Application of sulfuric acid immobilized on silica gel as an efficient and benign catalyst has been explored in the syn-thesis of 2,4,5-Triaryl-1H-imidazoles via condensation reaction of benzil or benzoin, aldehyde and ammonium acetate. The key advantages of this process are high yields, cost effectiveness of catalyst, easy work-up, purification of products by non-chromatographic method and the reusability of the H2SO4.SiO2 catalyst.
文摘Secondary amine based ionic liquid and defective Keggin type heteropoly acid (HPA) are separately used for efficient one-pot four-component synthesis of 1,2,4,5-tetrasubstituted imidazoles assisted by microwave (MW). Eco-friendly solvent free procedure, short reaction time, high yield of products and reusability of catalysts are important features of the synthesis. A comparative study on the efficiency of the two catalysts is reported. This work further demonstrates the alternate use of urea, instead of often used ammonium acetate, as source of nitrogen.
文摘Three inexpensive and air-/moisture-stable Salen-Cu complexes 1-3 were evaluated to be a novel class of catalysts for the N-arylation of imidazoles with aryl halides. A variety of aryl iodides, bromides underwent the coupling with imida-zoles, promoted by the complex 3, in moderate to excellent yields without the protection by an inert gas.
文摘A simple, convenient and efficient method for the synthesis of 1,2,4,5-tetrasubstituted imidazole derivatives using benzoin, an aromatic aldehyde, an aromatic amine in the presence of ammonium acetate catalyzed by high surface area SiO2 and induced by free solar thermal energy was reported. C 2009 Kamal User Sadek. Published by Elsevier B.V. on behalf of Chinese Chemical Society. All rights reserved.
基金supported by the National Natural Science Foundation of China(No.2137109291022011)+1 种基金National Basic Research Program of China(2010CB923303)the Universities Natural Science Research Project of Anhui Province(No.KJHS2016B10)
文摘Two compounds have been obtained by the reaction of metal(Cu(II)), 4,4'-bis(imidazol-l-yl)diphenyl thioether(BIDPT) with two carboxylic acids, 4,4'-oxydibenzoic acid(H2oba) and phthalic acid(H2pht). The crystal structures of the resulting compounds, namely {[Cu(BIDPT)(oba)]·H2O}n(1) and {Cu(BIDPT)(pht)}n(2), have been determined by single-crystal X-ray diffraction analysis. Compound 1 is of orthorhombic system, space group Pbcn with a = 27.8310(3), b = 10.7791(1), c = 19.3913(2)A, V = 5817.0(3) ?3 and Mr = 656.15. Compound 2 belongs to the monoclinic system, space group C2/c with a = 18.2678(2), b = 11.0259(1), c = 22.906(2) A, β = 97.727(2)o, V = 4571.8(8) A3 and Mr = 545.04. Structural analyses reveal that compounds 1 and 2 respectively exhibit two-dimensional(2D) wavy and corrugated layer structures. Through intermolecular hydrogen bonding, compound 1 is assembled into a 3D supramolecular structure. The thermal stability and ultraviolet spectroscopy properties of the two compounds are also investigated.
文摘Several new sulfonates and sulfonamides were synthesized with sulfonyl imidazoles as reagents. These compounds were characterized by ^1H NMR. The melting points of all solids synthesized were obtained on Fisher-Johns Melting Point Apparatus.
文摘A new efficient synthesis of bisphenol A diether bis-imidazoles and bis-benzimidazoles by bromoalkylation and imidazolylation or benzimidazolylation two-step reactions from commercial bisphenol A, imidazole, 2-methylimidazole and benzimidazole is reported.
文摘Phosphorus pentoxide supported on silica gel (P2O5/SiO2) has been used as an efficient and reusable catalyst for the one-pot pseudo four-component synthesis of 2,4,5-trisubstituted imidazoles from benzil or benzoin, aldehydes, and ammonium acetate. It was also used for four-component preparation of 1,2,4,5-tetrasubstituted imidazoles from benzil or benzoin, aldehydes, primary amine, and ammonium acetate under thermal solvent-free conditions. The remarkable features of this new procedure are high conversions, cleaner reaction, simple experimental and work-up procedures and also the catalyst can be easily separated from the reaction mixture and reused several times without any loss of its activity.
文摘Nanosized MCM-41-SO3H based on ordered mesoporous silica material with a covalent sulfonic acid group was synthesized and used as acid catalyst for the new, simple, convenient and green synthesis of 2,4,5-trisubstituted and 1,2,4,5-tetra-substituted imidazoles. Also some of synthesis products are new. Echo-friendly protocol, short reaction times, easy and quick isolation of the products and excellent yields are the main advantages of this procedure.
基金supported fnancially by the National Basic Research Program of China(973 Program,No.2012CB722603)the Start-Up Foundation for Young Scientists of Shihezi University(Nos.RCZX201012,RCZX201014,RCZX201015)
文摘Tetrazole-l-acetic acid was found to serve as a superior ligand for Cul-catalyzed N-arylation of imidazoles with aryl iodides under a low catalyst loading (5 mol% of Cul). A variety of aryl iodides could he aminated to provide the N-arylated products in good to excellent yields without the need of an inert atmosphere.
基金the financial support from the Special Funds for the Cultivation of Guangdong College Students’Scientific and Technological Innovation(“Climbing Program”Special Funds,pdjh2023b0145)Guangdong Provincial International Joint Research Center for Energy Storage Materials(2023A0505090009)。
文摘As a prevailing cathode material of lithium-ion batteries(LIBs),LiCoO_(2)(LCO)still encounters the tricky problems of structural collapse,whose morphological engineering and cation doping are crucial for surmounting the mechanical strains and alleviating phase degradation upon cycling.Hereinafter,we propose a strategy using a zeolitic imidazolate framework(ZIF)as the self-sacrificing template to directionally prepare a series of LiNi_(0.1)Co_(0.9)O_(2)(LNCO)with tailorable electrochemical properties.The rational selection of sintering temperature imparts the superiority of the resultant products in lithium storage,during which the sample prepared at 700℃(LNCO-700)outperforms its counterparts in cyclability(156.8 mA h g^(-1)at 1 C for 200 cycles in half cells,1 C=275 mA g^(-1))and rate capability due to the expedited ion/electron transport and the strengthen mechanical robustness.The feasibility of proper Ni doping is also divulged by half/full cell tests and theoretical study,during which LNCO-700(167 mA h g^(-1)at 1 C for 100 cycles in full cells)surpasses LCO-700 in battery performance due to the mitigated phase deterioration,stabilized layered structu re,ameliorated electro nic co nductivity,a nd exalted lithium sto rage activity.This work systematically unveils tailorable electrochemical behaviors of LNCO to better direct their practical application.
基金CAS Key Laboratory of Molecular Recognition and Function,Institute of Chemistry,Chinese Academy of Sciences for generous financial support
文摘Cyclic phosphoric acid catalyzed one-pot,four component reactions of benzil,aldehydes,primary amines and ammonium acetate in refluxing ethanol were developed,giving highly substituted imidazoles in excellent yield.
基金Project supported by the National Natural Science Foundation of China (No. 20372024), the Excellent Scientist Foundation of Anhui Province (No. 04046080), the Scientific Research Foundation for the Returned 0verseas Chinese Scholars, the Ministry of Education of China (No. 2002247), the Excellent Young Teacher Program of the Ministry of Education of China (No. 2024) and the Key Project of Science and Technology of the Ministry of Education of China (No. 0204069).
文摘Immobilized copper(Ⅱ) in organic-inorganic hybrid materials catalyzed Ar-N coupling of arylboronic acids with imidazoles has been developed. Arylboronic acids reacted with imidazoles smoothly in the presence of a 3-(2-aminoethylamino)propyl functionalized silica gel immobilized copper(Ⅱ) catalyst (10 mol%) in methanol without any additives and bases. The reactions generated the corresponding cross-coupling products in good yields. Furthermore, silica-supported copper can be recovered and recycled by a simple filtration procedure and used for five consecutive trials without decreases in activity.
基金the Research Council of University of Guilan for the financial support
文摘An effcient method for the synthesis of imidazole derivatives by a three-component condensation of benzil or 9,10-phenanthrenequinone,aldehydes and ammonium acetate using supported ionic liquidlike phase(SILLP)catalyst under ultrasonic irradiation or classical heating conditions is reported.The present methodology offers several advantages,such as excellent yields,simple procedures,short reaction times,simple work-up and mild conditions.The catalyst is easily separated from the products by fltration and also exhibits remarkable reusable activity.These highly substituted imidazoles were also evaluated for their anti-microbial activity.
文摘INTRODUCTION Due to their special structures, two nitrogen five-membered heterocyclic com- pounds, including imidazole and pyrazole derivatives, are very important in biochem- istry, medical chemistry, physical chemistry, organic chemistry and catalysis. How- ever, unbranched alkyl-substituted imidazoles and pyrazoles are relatively few.