Silica‐bonded N‐propylpiperazine sodium n‐propionate(SBPPSP) was found to act as an efficient solid base for the preparation of a series of 4H‐benzo[b]pyran derivatives. SBPPSP was used as a recyclable heterogeneo...Silica‐bonded N‐propylpiperazine sodium n‐propionate(SBPPSP) was found to act as an efficient solid base for the preparation of a series of 4H‐benzo[b]pyran derivatives. SBPPSP was used as a recyclable heterogeneous solid base catalyst for the synthesis of 3,4‐dihydropyrano[c]chromenes, 2‐amino‐4H‐pyrans, 1,4‐dihydropyrano[2,3‐c]pyrazoles, and 2‐amino‐4H‐benzo[e]‐chromenes via the condensation reaction of dimedone, ethyl acetoacetate, 3‐methyl‐1‐phenyl‐1H‐pyrazol‐5(4H)‐ one, and α‐naphthol, respectively, with aromatic aldehydes and malononitrile in refluxing aqueous ethanol. The heterogeneous solid base showed similar efficiency when reused in consecutive reactions.展开更多
A simple and efficient procedure for the preparation of silica-bonded N-propylpiperazine sodium n-propionate(SBPPSP) by the hydrolysis of silica-bonded N-propylpiperazine methyl n-propionate(SBPPMP) in hydrochloric ac...A simple and efficient procedure for the preparation of silica-bonded N-propylpiperazine sodium n-propionate(SBPPSP) by the hydrolysis of silica-bonded N-propylpiperazine methyl n-propionate(SBPPMP) in hydrochloric acid(0.5 mol/L) followed by treatment with saturated sodium bicarbonate is described.The SBPPMP was obtained by the reaction of 3-silica-bonded N-propylpiperazine and methyl acrylate in methanol.SBPPSP was used as a recyclable basic catalyst for the synthesis of 3,4-dihydropyrano[c]chromenes by the reaction of aromatic aldehydes,malononitrile,and 4-hydroxycoumarin in aqueous ethanol(1:1 v/v) under reflux conditions.Biscoumarins were also obtained via condensation of aldehydes and 4-hydroxycoumarin in aqueous ethanol(1:1 v/v) under reflux conditions.The catalyst could be recycled several times without any additional treatment.展开更多
A simple and efficient procedure for the preparation of silica-bound N-propyl triethylenetetramine sulfamic acid(SBPTETSA) by the reaction of silica-bound N-propyl triethylenetetramine(SBPTET) with chlorosulfonic acid...A simple and efficient procedure for the preparation of silica-bound N-propyl triethylenetetramine sulfamic acid(SBPTETSA) by the reaction of silica-bound N-propyl triethylenetetramine(SBPTET) with chlorosulfonic acid in chloroform is described.Silica-bound N-propyl triethylenetetramine sulfamic acid was employed as a recyclable catalyst for the synthesis of 2-amino-4,6-diarylnicotinonitriles from the multi-component reaction of an acetophenone derivative,an aromatic aldehyde,malononitrile,and ammonium acetate under solvent-free conditions at 100 °C.The heterogeneous catalyst was recycled for five consecutive runs in the optimized multi-component reaction of 4-chloroacetophenone,4-chloroenzaldehyde,malononitrile,and ammonium acetate without significant loses to its catalytic activity.展开更多
Silica-supported tin chloride and titanium tetrachloride were prepared by the reaction of tin chloride and titanium tetrachloride with activated silica gel in refluxing toluene.These solid acids have been employed as ...Silica-supported tin chloride and titanium tetrachloride were prepared by the reaction of tin chloride and titanium tetrachloride with activated silica gel in refluxing toluene.These solid acids have been employed as the catalysts for the synthesis of bisdihydropyrimidin -2(1H)-ones from aromatic dialdehydes,1,3-dicarbonyl compounds and urea at 90℃under solvent-free conditions.展开更多
Silica-bonded N-propyl diethylenetriamine sulfamic acid (SBPDSA) is employed as a recyclable catalyst to synthesize α-aminonitriles. These syntheses involved one-pot condensation of an aldehyde, an amine, and trimeth...Silica-bonded N-propyl diethylenetriamine sulfamic acid (SBPDSA) is employed as a recyclable catalyst to synthesize α-aminonitriles. These syntheses involved one-pot condensation of an aldehyde, an amine, and trimethylsilyl cyanide under mild reaction conditions at room temperature. SBPDSA was recycled seven times in the condensation of benzaldehyde, aniline, and trimethylsilyl cyanide without reduction of its catalytic activity.展开更多
Many primary,secondary,tertiary alcohols,and phenolic hydroxyl groups were effectively converted to their corresponding trimethylsilyl ethers using hexamethyldisilazane in the presence of catalytic amounts of tribromo...Many primary,secondary,tertiary alcohols,and phenolic hydroxyl groups were effectively converted to their corresponding trimethylsilyl ethers using hexamethyldisilazane in the presence of catalytic amounts of tribromoisocyanuric acid and DABCO-bromine under mild conditions at room temperature with short reaction times in good to excellent yields.Excellent chemoselective silylation of hydroxyl groups in the presence of other functional groups were also observed.展开更多
Silica-grafted N-propyl-imidazolium hydrogen sulfate ([Sipim]HSO4) is employed as a recyclable heterogeneous ionic liquid catalyst for the synthesis of 3,4-dihydropyrano[c]-chromenes by the reaction of aromatic aldehy...Silica-grafted N-propyl-imidazolium hydrogen sulfate ([Sipim]HSO4) is employed as a recyclable heterogeneous ionic liquid catalyst for the synthesis of 3,4-dihydropyrano[c]-chromenes by the reaction of aromatic aldehydes, malononitrile and 4-hydroxycoumarin at 100°C under solvent-free conditions. Also, heterogeneous ionic liquid catalyst was used for the synthesis of pyrano[2,3-c]-pyrazoles by the reaction of aromatic aldehydes, malononitrile and 3-methyl-l-phenyl-5-pyrazolone at 110°C under solvent-free conditions. The heterogeneous ionic liquid showed much the same efficiency when used in consecutive reaction runs.展开更多
Silica-bonded S-sulfonic acid （SBSSA） was prepared by the reaction of 3-mercaptopropylsilica （MPS） and chlorosulfonic acid in chloroform. This solid acid has been employed as a recyclable catalyst for the synthesi...Silica-bonded S-sulfonic acid （SBSSA） was prepared by the reaction of 3-mercaptopropylsilica （MPS） and chlorosulfonic acid in chloroform. This solid acid has been employed as a recyclable catalyst for the synthesis of coumarins from phenols and β-keto- esters at 80 ℃ under solvent-free conditions.展开更多
Sulfuric acid ([3-(3-silicapropyl)sulfanyl]propyl)ester is employed as a recyclable catalyst for the condensation reaction between aromatic aldehydes and 3-methyl-l-phenyl-5-pyrazolone. This condensation reaction was ...Sulfuric acid ([3-(3-silicapropyl)sulfanyl]propyl)ester is employed as a recyclable catalyst for the condensation reaction between aromatic aldehydes and 3-methyl-l-phenyl-5-pyrazolone. This condensation reaction was performed in ethanol under refluxing conditions giving 4,4'-alkylmethylene-bis(3-methyl-5-pyrazolones) in 74-90% yields. The heterogeneous catalyst was recycled and used in eleven runs for the reaction between benzaldehyde and 3-methyl-l-phenyl-5-pyrazolone without losing catalytic activity.展开更多
An efficient heterogeneous Pd catalytic system has been developed, based on immobilization of Pd nanoparticles (PNPs) on a silica-bonded N-propylpiperazine (SBNPP) substrate. The SBNPP substrate effectively stabilizes...An efficient heterogeneous Pd catalytic system has been developed, based on immobilization of Pd nanoparticles (PNPs) on a silica-bonded N-propylpiperazine (SBNPP) substrate. The SBNPP substrate effectively stabilizes the PNPs and improves their stability against aggregation. The catalytic activity of this catalyst was investigated in the cyanation of aryl halides with K4[Fe(CN)6 ] as the cyanide source. The catalyst could be recycled several times without appreciable loss of catalytic activity.展开更多
A highly selective synthesis of 2-aryl-1-arylmethyl-1H-1,3-benzimidazoles from the reaction of o-phenylenediamine and aromatic aldehydes in the presence of sulfuric acid{[3-(3-silicapropyl)sulfanyl]propyl}ester(SASPSP...A highly selective synthesis of 2-aryl-1-arylmethyl-1H-1,3-benzimidazoles from the reaction of o-phenylenediamine and aromatic aldehydes in the presence of sulfuric acid{[3-(3-silicapropyl)sulfanyl]propyl}ester(SASPSPE)in water and at 80℃in good to excellent yields.展开更多
α-Aminonitriles were synthesized via a one-pot three-component condensation of aldehydes, amines, and trimethylsilyl cyanide using silica-bonded N-propylpiperazine sulfamic acid （SBPPSA） as a recyclable solid acid ...α-Aminonitriles were synthesized via a one-pot three-component condensation of aldehydes, amines, and trimethylsilyl cyanide using silica-bonded N-propylpiperazine sulfamic acid （SBPPSA） as a recyclable solid acid at room temperature. SBPPSA showed much the same efficiency when used in consecutive reaction runs.展开更多
2,3-Dihydroquinazolin-4（1H）-one derivatives are synthesized via a one-pot, three component reaction of isatoic anhydride and an aromatic aldehyde with ammonium acetate or primary amine catalyzed by silica-bonded N-p...2,3-Dihydroquinazolin-4（1H）-one derivatives are synthesized via a one-pot, three component reaction of isatoic anhydride and an aromatic aldehyde with ammonium acetate or primary amine catalyzed by silica-bonded N-propylsulfamic acid （SBNPSA） in refluxing ethanol.展开更多
文摘Silica‐bonded N‐propylpiperazine sodium n‐propionate(SBPPSP) was found to act as an efficient solid base for the preparation of a series of 4H‐benzo[b]pyran derivatives. SBPPSP was used as a recyclable heterogeneous solid base catalyst for the synthesis of 3,4‐dihydropyrano[c]chromenes, 2‐amino‐4H‐pyrans, 1,4‐dihydropyrano[2,3‐c]pyrazoles, and 2‐amino‐4H‐benzo[e]‐chromenes via the condensation reaction of dimedone, ethyl acetoacetate, 3‐methyl‐1‐phenyl‐1H‐pyrazol‐5(4H)‐ one, and α‐naphthol, respectively, with aromatic aldehydes and malononitrile in refluxing aqueous ethanol. The heterogeneous solid base showed similar efficiency when reused in consecutive reactions.
基金Persian Gulf University Research Council for partial support of this work, PGU/FS/6-2/1390/694
文摘A simple and efficient procedure for the preparation of silica-bonded N-propylpiperazine sodium n-propionate(SBPPSP) by the hydrolysis of silica-bonded N-propylpiperazine methyl n-propionate(SBPPMP) in hydrochloric acid(0.5 mol/L) followed by treatment with saturated sodium bicarbonate is described.The SBPPMP was obtained by the reaction of 3-silica-bonded N-propylpiperazine and methyl acrylate in methanol.SBPPSP was used as a recyclable basic catalyst for the synthesis of 3,4-dihydropyrano[c]chromenes by the reaction of aromatic aldehydes,malononitrile,and 4-hydroxycoumarin in aqueous ethanol(1:1 v/v) under reflux conditions.Biscoumarins were also obtained via condensation of aldehydes and 4-hydroxycoumarin in aqueous ethanol(1:1 v/v) under reflux conditions.The catalyst could be recycled several times without any additional treatment.
基金supported by Persian Gulf University Research Council(PGU/FS/6-1/1390/705)
文摘A simple and efficient procedure for the preparation of silica-bound N-propyl triethylenetetramine sulfamic acid(SBPTETSA) by the reaction of silica-bound N-propyl triethylenetetramine(SBPTET) with chlorosulfonic acid in chloroform is described.Silica-bound N-propyl triethylenetetramine sulfamic acid was employed as a recyclable catalyst for the synthesis of 2-amino-4,6-diarylnicotinonitriles from the multi-component reaction of an acetophenone derivative,an aromatic aldehyde,malononitrile,and ammonium acetate under solvent-free conditions at 100 °C.The heterogeneous catalyst was recycled for five consecutive runs in the optimized multi-component reaction of 4-chloroacetophenone,4-chloroenzaldehyde,malononitrile,and ammonium acetate without significant loses to its catalytic activity.
文摘Silica-supported tin chloride and titanium tetrachloride were prepared by the reaction of tin chloride and titanium tetrachloride with activated silica gel in refluxing toluene.These solid acids have been employed as the catalysts for the synthesis of bisdihydropyrimidin -2(1H)-ones from aromatic dialdehydes,1,3-dicarbonyl compounds and urea at 90℃under solvent-free conditions.
文摘Silica-bonded N-propyl diethylenetriamine sulfamic acid (SBPDSA) is employed as a recyclable catalyst to synthesize α-aminonitriles. These syntheses involved one-pot condensation of an aldehyde, an amine, and trimethylsilyl cyanide under mild reaction conditions at room temperature. SBPDSA was recycled seven times in the condensation of benzaldehyde, aniline, and trimethylsilyl cyanide without reduction of its catalytic activity.
基金Supported by Bu-Ali Sina University Research Council.
文摘Many primary,secondary,tertiary alcohols,and phenolic hydroxyl groups were effectively converted to their corresponding trimethylsilyl ethers using hexamethyldisilazane in the presence of catalytic amounts of tribromoisocyanuric acid and DABCO-bromine under mild conditions at room temperature with short reaction times in good to excellent yields.Excellent chemoselective silylation of hydroxyl groups in the presence of other functional groups were also observed.
文摘Silica-grafted N-propyl-imidazolium hydrogen sulfate ([Sipim]HSO4) is employed as a recyclable heterogeneous ionic liquid catalyst for the synthesis of 3,4-dihydropyrano[c]-chromenes by the reaction of aromatic aldehydes, malononitrile and 4-hydroxycoumarin at 100°C under solvent-free conditions. Also, heterogeneous ionic liquid catalyst was used for the synthesis of pyrano[2,3-c]-pyrazoles by the reaction of aromatic aldehydes, malononitrile and 3-methyl-l-phenyl-5-pyrazolone at 110°C under solvent-free conditions. The heterogeneous ionic liquid showed much the same efficiency when used in consecutive reaction runs.
文摘Silica-bonded S-sulfonic acid （SBSSA） was prepared by the reaction of 3-mercaptopropylsilica （MPS） and chlorosulfonic acid in chloroform. This solid acid has been employed as a recyclable catalyst for the synthesis of coumarins from phenols and β-keto- esters at 80 ℃ under solvent-free conditions.
基金the Islamic Azad University Research Council for partial support of this work
文摘Sulfuric acid ([3-(3-silicapropyl)sulfanyl]propyl)ester is employed as a recyclable catalyst for the condensation reaction between aromatic aldehydes and 3-methyl-l-phenyl-5-pyrazolone. This condensation reaction was performed in ethanol under refluxing conditions giving 4,4'-alkylmethylene-bis(3-methyl-5-pyrazolones) in 74-90% yields. The heterogeneous catalyst was recycled and used in eleven runs for the reaction between benzaldehyde and 3-methyl-l-phenyl-5-pyrazolone without losing catalytic activity.
文摘An efficient heterogeneous Pd catalytic system has been developed, based on immobilization of Pd nanoparticles (PNPs) on a silica-bonded N-propylpiperazine (SBNPP) substrate. The SBNPP substrate effectively stabilizes the PNPs and improves their stability against aggregation. The catalytic activity of this catalyst was investigated in the cyanation of aryl halides with K4[Fe(CN)6 ] as the cyanide source. The catalyst could be recycled several times without appreciable loss of catalytic activity.
文摘A highly selective synthesis of 2-aryl-1-arylmethyl-1H-1,3-benzimidazoles from the reaction of o-phenylenediamine and aromatic aldehydes in the presence of sulfuric acid{[3-(3-silicapropyl)sulfanyl]propyl}ester(SASPSPE)in water and at 80℃in good to excellent yields.
基金the Islamic Azad University Research Council for the partial support
文摘α-Aminonitriles were synthesized via a one-pot three-component condensation of aldehydes, amines, and trimethylsilyl cyanide using silica-bonded N-propylpiperazine sulfamic acid （SBPPSA） as a recyclable solid acid at room temperature. SBPPSA showed much the same efficiency when used in consecutive reaction runs.
基金the Islamic Azad University Research Council for the partial support of this work
文摘2,3-Dihydroquinazolin-4（1H）-one derivatives are synthesized via a one-pot, three component reaction of isatoic anhydride and an aromatic aldehyde with ammonium acetate or primary amine catalyzed by silica-bonded N-propylsulfamic acid （SBNPSA） in refluxing ethanol.
