One-pot three-component condensation of isatoic anhydride with primary amines or ammonium carbona... more One-pot three-component condensation of isatoic anhydride with primary amines or ammonium carbonate and aromatic aldehydes in refluxing ethanol in the presence of catalytic amounts of silica-supported Preyssler nanoparticles (SPNP) afforded the corresponding 2,3-dihydroquinazolin-4(1H)-ones in high yields. Bis-dihydroquinazolinones were synthesized for the first time by a novel pseudo five-component condensation of isatoic anhydride, a primary amine, and a dialdehyde in water. The catalyst is reusable and can be applied several times without any decrease in product yield.
The synthesis of cyclotriveratrylene (CV) using formaldehyde (37%) in the presence of heteropolya... more The synthesis of cyclotriveratrylene (CV) using formaldehyde (37%) in the presence of heteropolyacids, H 3+x PMo 12−x V x O 40 (x = 1-3) was studied in different solvents. In all cases the heteropolyacid with x = 3 gave the highest yield using ethanol as solvent. The effects of the catalyst and the solvent on the reaction were studied.
Silica bonded N-propyl sulfamic acid (SBNPSA) is employed as a solid acid catalyst for the synthe... more Silica bonded N-propyl sulfamic acid (SBNPSA) is employed as a solid acid catalyst for the synthesis of spirooxindoles via three-component reaction in good yields and short reaction times in ethanol under irradiation micrwave conditions. Irradiation of the combination of isatin or acenaphthoquinone, an activated methylene reagent, and 1,3-dicarbonyl compounds in the presence of catalytic (SBNPSA) was found to be a suitable and efficient method for the synthesis of the biologically important spirooxindoles.
Synthesis of polysubstituted quinolines in the presence of silica-supported Preyssler nanoparticl... more Synthesis of polysubstituted quinolines in the presence of silica-supported Preyssler nanoparticles (SPNP), H14[NaP5W30O110]/SiO2, Preyssler H14[NaP5W30O110] and Keggin heteropolyacids, H3PW12O40, H7[PMo8V4O40], H6[PMo9V3O40], H5[PMo10V2O40], H4[PMo11VO40], H3[PMo12O40] as catalyst under aqueous conditions is described. The best conditions were observed using Preyssler and silica-supported Preyssler nanoparticles as catalysts. The catalyst is recyclable and reusable.
Heteropolyacids are classified according to their structures. Two classes, the Keggin and the Wel... more Heteropolyacids are classified according to their structures. Two classes, the Keggin and the Wells– Dawson structures, have been investigated more extensively than the others [1,2]. The use of heteropolyacids, HPAs, has recently received considerable attention as nontoxic and environmentally benign catalysts for various organic transformations to afford the corresponding products in good yield. Due to the numerous advantages associated with these ecofriendly (green) catalysts, HPAs and their salts have been explored as powerful, efficient and ecofriendly catalysts in organic reactions [3]. An important area of supramolecular chemistry is the design and synthesis of receptors to recognize, sense and bind the anions [4]. Calixarenes are a very important class of macrocyclic compounds which are widely used as ligands in supramolecular chemistry. Modification of the upper rim of calix[4]phenols by means of SN H coupling with electron-deficient triazinones is a new approach to change th...
A novel and simple method for the synthesis of dihydropyrano[3,2-c]chromenes is reported. The pro... more A novel and simple method for the synthesis of dihydropyrano[3,2-c]chromenes is reported. The products are obtained in good to excellent yields by a simple, mild and efficient procedure using silica-bonded N-propyl sulfamic acid (SBNPSA) as a catalyst under microwave irradiation conditions.
A simple procedure for the preparation of diphenylmethylethers from benzhydrol and alcohols or ph... more A simple procedure for the preparation of diphenylmethylethers from benzhydrol and alcohols or phenols using Preyssler acid and silica-supported heteropolyacids (HPAs) catalysts is reported. The inexpensive and ecofriendly (green) synthesis offers satisfactory yields. The catalyst is easily recoverable and may be recycled and reused without loss of catalytic activity.
We describe an efficient method for the synthesis of β-acetamido ketones through the condensation... more We describe an efficient method for the synthesis of β-acetamido ketones through the condensation of an aryl (aromatic) aldehyde, an acetophenone, acetyl chloride, and acetonitrile in the presence of silica-supported Preyssler nanoparticles (SPNPs) at room temperature. High efficiency, easy availability and reusability are some advantages of silica-supported Preyssler nanoparticles (SPNPs) as green and reusable catalyst.
One-pot multi-component condensation of benzil and or benzoin, aldehydes, ammonium acetate and pr... more One-pot multi-component condensation of benzil and or benzoin, aldehydes, ammonium acetate and primary amines were used for synthesis of 2,4,5-trisubstituted and 1,2,4,5-tetrasubstituted-1H-imidazole derivatives under reflux conditions using Silica-supported Preyssler nanoparticles heteropolyacid as a catalysts. This catalyst has several advantages (simple work-up, inexpensive and reusability). These catalysts were also successfully employed in the synthesis of triaryloxazoles.
We report on the use of Preyssler’s anion and heteropolyacids catalysts for obtaining substituted... more We report on the use of Preyssler’s anion and heteropolyacids catalysts for obtaining substituted flavones and chromones for the cyclization of 1-(2-hydroxyphenyl)-3-aryl-1,3-propanediones. The reactions were performed using chloroform as solvent at reflux temperature conditions and in the absence of solvent, at 110 oC. We had excellent yields and high selectivity at these conditions. The presented synthetic method is a simple, clean and environmentally friendly alternative for synthesizing substituted flavones and chromones.
N-phenylquinazolin-4-amines derivatives were obtained in high yields with excellent purity from t... more N-phenylquinazolin-4-amines derivatives were obtained in high yields with excellent purity from the reaction of 2aminobenzamide, orthoesters, and substituted anilines in the presence of Silica-Supported Preyssler Nanoparticles and various heteropolyacids (HPAs).
Synthesis of α,β-unsaturated aldol products by crossed-aldol condensation of aromatic aldehydes i... more Synthesis of α,β-unsaturated aldol products by crossed-aldol condensation of aromatic aldehydes in the presence of heteropolyacids (HPAs) catalyst under reflux conditions and free of organic solvent is reported. Aldol condensation of 2-acetylthiophene, 2-acetylpyrrole and 2-acetylpyridine with different aromatic aldehydes was carried out in water in the presence of a silica supported Preyssler HPAs catalyst at room temperature. All reactions occur in a short time with excellent yields of cycloalkanones in water as an environmentally friendly solvent.
A new efficient one-pot three-component condensation of aromatic aldehydes, aromatic ketones, and... more A new efficient one-pot three-component condensation of aromatic aldehydes, aromatic ketones, and aromatic amines in the presence of ZnO nanoparticles as an inexpensive and effective catalyst for the synthesis of β-amino carbonyl compounds by Mannich reaction is described. The reaction was carried out at room temperature under solventfree conditions. Mild reaction temperature, cost-effective catalyst, simple product separation and catalyst recycling were notable achievements in the reaction. Simple experimental conditions and product isolation procedure make this protocol potentially applicable for the development of a clean and environment-friendly strategy for the synthesis of βamino ketones. The present methodology offers several advantages such as good yields, short reaction times and a recyclable catalyst with a very easy work-up.
Catalytic synthesis of 1,3-diaryl-2-propene-1-ones by using heteropolyacids as heterogeneous recy... more Catalytic synthesis of 1,3-diaryl-2-propene-1-ones by using heteropolyacids as heterogeneous recyclable green catalysts A. Gharib *, N. Noroozi Pesyan , L. Vojdanifard , M. Jahangir, M. Roshani, S. Moghadasi, H. R. Akhavan Department of Chemistry, Islamic Azad University, Mashhad, IRAN Agricultural Researches and Services Center, Mashhad, IRAN Department of Chemistry, Faculty of Science, Urmia University, 57159, Urmia, IRAN Education Organization of Razavi Khorasan, Education Ministry, Mashhad, IRAN
Naphthalene-condensed 1,3-oxazin-2-ones have been reported to act as antibacterial agents [1]. Th... more Naphthalene-condensed 1,3-oxazin-2-ones have been reported to act as antibacterial agents [1]. They have been used as precursors in the preparation of phosphinic ligands for asymmetric catalysis [2]. Sodium hydrogen sulphate (NaHSO4), n-tetrabutylammonium bromide (TBAB) as a phase transfer catalyst (PTC) in water, and 1-butyl-3methyl imidazolium hydrogen sulphate ([bmim]HSO4) as ionic liquid (IL) have been used as mild reaction promoters for the cyclocondensation of formaline, β-naphthol and aromatic amines to afford the respective 2,3dihydro-2-phenyl-1H-naphtho-[1,2–e] [1,3] oxazine derivatives [3]. 1,2-Dihydro-1-arylnaphtho[1,2e][1,3]oxazine-3-one derivatives were synthesized in high yields using a facile one-pot condensation of 2-naphthol, aromatic aldehydes and urea catalyzed by perchloric acid supported on silica under thermal solvent-free conditions [4]. 1,2Dihydro-1-phenyl-naphtho [1,2–e] [1,3] oxazin-3one derivatives were prepared in good yields using a novel one-pot reactio...
Proceedings of The 13th International Electronic Conference on Synthetic Organic Chemistry
We wish to report synthesis carbamates using Preyssler heteropolyacid, in absence of solvent and ... more We wish to report synthesis carbamates using Preyssler heteropolyacid, in absence of solvent and at room temperature, in green conditions.This synthesis was in mild conditions, ecofrienly and environmentally friendly, clean and with a easy work-up.
We wish to report synthesis carbamates using Preyssler heteropolyacid, in absence of solvent and ... more We wish to report synthesis carbamates using Preyssler heteropolyacid, in absence of solvent and at room temperature, in green conditions.This synthesis was in mild conditions, ecofrienly and environmentally friendly, clean and with a easy work-up.
Efficient synthesis of 2H-indazolo[2,1-b]phthalazine-1,6,11(13H)-trione derivatives was achieved ... more Efficient synthesis of 2H-indazolo[2,1-b]phthalazine-1,6,11(13H)-trione derivatives was achieved by one-pot threecomponent condensation reaction of phthalhydrazide, dimedone, and aromatic aldehydes under solvent-free conditions. Good to excellent yields were obtained at short reaction times on the reusable silica supported Preyssler heteropolyacid catalyst.
Proceedings of The 13th International Electronic Conference on Synthetic Organic Chemistry
ABSTRACT We wish to report reaction of various carbamates and oxazolidinones with carboxylic acid... more ABSTRACT We wish to report reaction of various carbamates and oxazolidinones with carboxylic acid anhydrides in the presence of Wells-Dawson heteropolyacid catalysis. The N-acylation was carried out in presence heteropolyacid catalyst and gave the corresponding N-acyl products in good yields under solvent-free, green conditions. In this acylation used of Carboxylic acids and anhydride as acylating agents.
ABSTRACT The heterogenation of homogeneous catalysts has been an important tendency in catalysis ... more ABSTRACT The heterogenation of homogeneous catalysts has been an important tendency in catalysis research in recent years.[1-2]. The case of handing, easy recovery, reuse and possible regeneration are the most significant advantages of heterogeneous catalysts as compared to their homogeneous catalyst.Similar research efforts have yielded interesting and important result in application of heteropoly acids(HPAS) with keggin anion structure as well as structure properties of compound allow us to use them as electrophilic system. This work describle the application of silica support H 3 PW 12 O 40 as solid acid catalyst for the synthesis of pyrazolo[3,4-d]pyrimidine -4-one derivatives with antagonist activity [3] under Solvent-free condition. Our results indicate that H 3 PW 12 O 40 /SiO 2 is a good catalyst with high yield against other heterogenous catalysts such as HZSM-5 and H 2 SO 4 silica support.
One-pot three-component condensation of isatoic anhydride with primary amines or ammonium carbona... more One-pot three-component condensation of isatoic anhydride with primary amines or ammonium carbonate and aromatic aldehydes in refluxing ethanol in the presence of catalytic amounts of silica-supported Preyssler nanoparticles (SPNP) afforded the corresponding 2,3-dihydroquinazolin-4(1H)-ones in high yields. Bis-dihydroquinazolinones were synthesized for the first time by a novel pseudo five-component condensation of isatoic anhydride, a primary amine, and a dialdehyde in water. The catalyst is reusable and can be applied several times without any decrease in product yield.
The synthesis of cyclotriveratrylene (CV) using formaldehyde (37%) in the presence of heteropolya... more The synthesis of cyclotriveratrylene (CV) using formaldehyde (37%) in the presence of heteropolyacids, H 3+x PMo 12−x V x O 40 (x = 1-3) was studied in different solvents. In all cases the heteropolyacid with x = 3 gave the highest yield using ethanol as solvent. The effects of the catalyst and the solvent on the reaction were studied.
Silica bonded N-propyl sulfamic acid (SBNPSA) is employed as a solid acid catalyst for the synthe... more Silica bonded N-propyl sulfamic acid (SBNPSA) is employed as a solid acid catalyst for the synthesis of spirooxindoles via three-component reaction in good yields and short reaction times in ethanol under irradiation micrwave conditions. Irradiation of the combination of isatin or acenaphthoquinone, an activated methylene reagent, and 1,3-dicarbonyl compounds in the presence of catalytic (SBNPSA) was found to be a suitable and efficient method for the synthesis of the biologically important spirooxindoles.
Synthesis of polysubstituted quinolines in the presence of silica-supported Preyssler nanoparticl... more Synthesis of polysubstituted quinolines in the presence of silica-supported Preyssler nanoparticles (SPNP), H14[NaP5W30O110]/SiO2, Preyssler H14[NaP5W30O110] and Keggin heteropolyacids, H3PW12O40, H7[PMo8V4O40], H6[PMo9V3O40], H5[PMo10V2O40], H4[PMo11VO40], H3[PMo12O40] as catalyst under aqueous conditions is described. The best conditions were observed using Preyssler and silica-supported Preyssler nanoparticles as catalysts. The catalyst is recyclable and reusable.
Heteropolyacids are classified according to their structures. Two classes, the Keggin and the Wel... more Heteropolyacids are classified according to their structures. Two classes, the Keggin and the Wells– Dawson structures, have been investigated more extensively than the others [1,2]. The use of heteropolyacids, HPAs, has recently received considerable attention as nontoxic and environmentally benign catalysts for various organic transformations to afford the corresponding products in good yield. Due to the numerous advantages associated with these ecofriendly (green) catalysts, HPAs and their salts have been explored as powerful, efficient and ecofriendly catalysts in organic reactions [3]. An important area of supramolecular chemistry is the design and synthesis of receptors to recognize, sense and bind the anions [4]. Calixarenes are a very important class of macrocyclic compounds which are widely used as ligands in supramolecular chemistry. Modification of the upper rim of calix[4]phenols by means of SN H coupling with electron-deficient triazinones is a new approach to change th...
A novel and simple method for the synthesis of dihydropyrano[3,2-c]chromenes is reported. The pro... more A novel and simple method for the synthesis of dihydropyrano[3,2-c]chromenes is reported. The products are obtained in good to excellent yields by a simple, mild and efficient procedure using silica-bonded N-propyl sulfamic acid (SBNPSA) as a catalyst under microwave irradiation conditions.
A simple procedure for the preparation of diphenylmethylethers from benzhydrol and alcohols or ph... more A simple procedure for the preparation of diphenylmethylethers from benzhydrol and alcohols or phenols using Preyssler acid and silica-supported heteropolyacids (HPAs) catalysts is reported. The inexpensive and ecofriendly (green) synthesis offers satisfactory yields. The catalyst is easily recoverable and may be recycled and reused without loss of catalytic activity.
We describe an efficient method for the synthesis of β-acetamido ketones through the condensation... more We describe an efficient method for the synthesis of β-acetamido ketones through the condensation of an aryl (aromatic) aldehyde, an acetophenone, acetyl chloride, and acetonitrile in the presence of silica-supported Preyssler nanoparticles (SPNPs) at room temperature. High efficiency, easy availability and reusability are some advantages of silica-supported Preyssler nanoparticles (SPNPs) as green and reusable catalyst.
One-pot multi-component condensation of benzil and or benzoin, aldehydes, ammonium acetate and pr... more One-pot multi-component condensation of benzil and or benzoin, aldehydes, ammonium acetate and primary amines were used for synthesis of 2,4,5-trisubstituted and 1,2,4,5-tetrasubstituted-1H-imidazole derivatives under reflux conditions using Silica-supported Preyssler nanoparticles heteropolyacid as a catalysts. This catalyst has several advantages (simple work-up, inexpensive and reusability). These catalysts were also successfully employed in the synthesis of triaryloxazoles.
We report on the use of Preyssler’s anion and heteropolyacids catalysts for obtaining substituted... more We report on the use of Preyssler’s anion and heteropolyacids catalysts for obtaining substituted flavones and chromones for the cyclization of 1-(2-hydroxyphenyl)-3-aryl-1,3-propanediones. The reactions were performed using chloroform as solvent at reflux temperature conditions and in the absence of solvent, at 110 oC. We had excellent yields and high selectivity at these conditions. The presented synthetic method is a simple, clean and environmentally friendly alternative for synthesizing substituted flavones and chromones.
N-phenylquinazolin-4-amines derivatives were obtained in high yields with excellent purity from t... more N-phenylquinazolin-4-amines derivatives were obtained in high yields with excellent purity from the reaction of 2aminobenzamide, orthoesters, and substituted anilines in the presence of Silica-Supported Preyssler Nanoparticles and various heteropolyacids (HPAs).
Synthesis of α,β-unsaturated aldol products by crossed-aldol condensation of aromatic aldehydes i... more Synthesis of α,β-unsaturated aldol products by crossed-aldol condensation of aromatic aldehydes in the presence of heteropolyacids (HPAs) catalyst under reflux conditions and free of organic solvent is reported. Aldol condensation of 2-acetylthiophene, 2-acetylpyrrole and 2-acetylpyridine with different aromatic aldehydes was carried out in water in the presence of a silica supported Preyssler HPAs catalyst at room temperature. All reactions occur in a short time with excellent yields of cycloalkanones in water as an environmentally friendly solvent.
A new efficient one-pot three-component condensation of aromatic aldehydes, aromatic ketones, and... more A new efficient one-pot three-component condensation of aromatic aldehydes, aromatic ketones, and aromatic amines in the presence of ZnO nanoparticles as an inexpensive and effective catalyst for the synthesis of β-amino carbonyl compounds by Mannich reaction is described. The reaction was carried out at room temperature under solventfree conditions. Mild reaction temperature, cost-effective catalyst, simple product separation and catalyst recycling were notable achievements in the reaction. Simple experimental conditions and product isolation procedure make this protocol potentially applicable for the development of a clean and environment-friendly strategy for the synthesis of βamino ketones. The present methodology offers several advantages such as good yields, short reaction times and a recyclable catalyst with a very easy work-up.
Catalytic synthesis of 1,3-diaryl-2-propene-1-ones by using heteropolyacids as heterogeneous recy... more Catalytic synthesis of 1,3-diaryl-2-propene-1-ones by using heteropolyacids as heterogeneous recyclable green catalysts A. Gharib *, N. Noroozi Pesyan , L. Vojdanifard , M. Jahangir, M. Roshani, S. Moghadasi, H. R. Akhavan Department of Chemistry, Islamic Azad University, Mashhad, IRAN Agricultural Researches and Services Center, Mashhad, IRAN Department of Chemistry, Faculty of Science, Urmia University, 57159, Urmia, IRAN Education Organization of Razavi Khorasan, Education Ministry, Mashhad, IRAN
Naphthalene-condensed 1,3-oxazin-2-ones have been reported to act as antibacterial agents [1]. Th... more Naphthalene-condensed 1,3-oxazin-2-ones have been reported to act as antibacterial agents [1]. They have been used as precursors in the preparation of phosphinic ligands for asymmetric catalysis [2]. Sodium hydrogen sulphate (NaHSO4), n-tetrabutylammonium bromide (TBAB) as a phase transfer catalyst (PTC) in water, and 1-butyl-3methyl imidazolium hydrogen sulphate ([bmim]HSO4) as ionic liquid (IL) have been used as mild reaction promoters for the cyclocondensation of formaline, β-naphthol and aromatic amines to afford the respective 2,3dihydro-2-phenyl-1H-naphtho-[1,2–e] [1,3] oxazine derivatives [3]. 1,2-Dihydro-1-arylnaphtho[1,2e][1,3]oxazine-3-one derivatives were synthesized in high yields using a facile one-pot condensation of 2-naphthol, aromatic aldehydes and urea catalyzed by perchloric acid supported on silica under thermal solvent-free conditions [4]. 1,2Dihydro-1-phenyl-naphtho [1,2–e] [1,3] oxazin-3one derivatives were prepared in good yields using a novel one-pot reactio...
Proceedings of The 13th International Electronic Conference on Synthetic Organic Chemistry
We wish to report synthesis carbamates using Preyssler heteropolyacid, in absence of solvent and ... more We wish to report synthesis carbamates using Preyssler heteropolyacid, in absence of solvent and at room temperature, in green conditions.This synthesis was in mild conditions, ecofrienly and environmentally friendly, clean and with a easy work-up.
We wish to report synthesis carbamates using Preyssler heteropolyacid, in absence of solvent and ... more We wish to report synthesis carbamates using Preyssler heteropolyacid, in absence of solvent and at room temperature, in green conditions.This synthesis was in mild conditions, ecofrienly and environmentally friendly, clean and with a easy work-up.
Efficient synthesis of 2H-indazolo[2,1-b]phthalazine-1,6,11(13H)-trione derivatives was achieved ... more Efficient synthesis of 2H-indazolo[2,1-b]phthalazine-1,6,11(13H)-trione derivatives was achieved by one-pot threecomponent condensation reaction of phthalhydrazide, dimedone, and aromatic aldehydes under solvent-free conditions. Good to excellent yields were obtained at short reaction times on the reusable silica supported Preyssler heteropolyacid catalyst.
Proceedings of The 13th International Electronic Conference on Synthetic Organic Chemistry
ABSTRACT We wish to report reaction of various carbamates and oxazolidinones with carboxylic acid... more ABSTRACT We wish to report reaction of various carbamates and oxazolidinones with carboxylic acid anhydrides in the presence of Wells-Dawson heteropolyacid catalysis. The N-acylation was carried out in presence heteropolyacid catalyst and gave the corresponding N-acyl products in good yields under solvent-free, green conditions. In this acylation used of Carboxylic acids and anhydride as acylating agents.
ABSTRACT The heterogenation of homogeneous catalysts has been an important tendency in catalysis ... more ABSTRACT The heterogenation of homogeneous catalysts has been an important tendency in catalysis research in recent years.[1-2]. The case of handing, easy recovery, reuse and possible regeneration are the most significant advantages of heterogeneous catalysts as compared to their homogeneous catalyst.Similar research efforts have yielded interesting and important result in application of heteropoly acids(HPAS) with keggin anion structure as well as structure properties of compound allow us to use them as electrophilic system. This work describle the application of silica support H 3 PW 12 O 40 as solid acid catalyst for the synthesis of pyrazolo[3,4-d]pyrimidine -4-one derivatives with antagonist activity [3] under Solvent-free condition. Our results indicate that H 3 PW 12 O 40 /SiO 2 is a good catalyst with high yield against other heterogenous catalysts such as HZSM-5 and H 2 SO 4 silica support.
Uploads
Papers by Ali Gharib