A mild and efficient method has been reported for the preparation of Schiff base ligands through the condensation reaction of various aromatic aldehydes with substituted aromatic amines in the presence of CES (calcined eggshell) as a heterogeneous catalyst under solvent-free conditions. The advantages of this ecofriendly, economic method are simplicity of the reaction procedure, moderate to good product yields, and very short reaction times.
{"title":"CES as an Efficient Natural Catalyst for Synthesis of Schiff Bases under Solvent-Free Conditions: An Innovative Green Approach","authors":"Suresh S. Patil, S. D. Jadhav, Surendra K. Shinde","doi":"10.1155/2012/153159","DOIUrl":"https://doi.org/10.1155/2012/153159","url":null,"abstract":"A mild and efficient method has been reported for the preparation of Schiff base ligands through the condensation reaction of various aromatic aldehydes with substituted aromatic amines in the presence of CES (calcined eggshell) as a heterogeneous catalyst under solvent-free conditions. The advantages of this ecofriendly, economic method are simplicity of the reaction procedure, moderate to good product yields, and very short reaction times.","PeriodicalId":19688,"journal":{"name":"Organic Chemistry International","volume":null,"pages":null},"PeriodicalIF":0.0,"publicationDate":"2012-12-05","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"88681109","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Regioselective iodocyclization of a series of allylhydroxy naphthalene precursors involving N-iodosuccinimide and environment friendly green approach associated with surfactant-promoted molecular-iodine-mediated 5-exo-trig cyclization strategies has been explored.
{"title":"Regioselective 5-exo-Trig Heterocyclization of 2-Allyl-1-naphthols under the Influence of N-Iodosuccinimide or Molecular Iodine in Aqueous Micelle","authors":"P. K. Basu, Amrita Ghosh","doi":"10.1155/2012/810476","DOIUrl":"https://doi.org/10.1155/2012/810476","url":null,"abstract":"Regioselective iodocyclization of a series of allylhydroxy naphthalene precursors involving N-iodosuccinimide and environment friendly green approach associated with surfactant-promoted molecular-iodine-mediated 5-exo-trig cyclization strategies has been explored.","PeriodicalId":19688,"journal":{"name":"Organic Chemistry International","volume":null,"pages":null},"PeriodicalIF":0.0,"publicationDate":"2012-11-22","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"72774769","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
A versatile and convenient synthesis of 2-substituted benzimidazoles, using o-nitroaniline as starting material with several aryl aldehydes, has been accomplished by using a small amount of a reluctant agent. The reaction was carried out under very mild conditions at room temperature. The yields obtained are very good in reasonably short reaction times.
{"title":"Highly Efficient and Facile Method for Synthesis of 2-Substituted Benzimidazoles via Reductive Cyclization of O-Nitroaniline and Aryl Aldehydes","authors":"H. Naeimi, Nasrin Alishahi","doi":"10.1155/2012/498521","DOIUrl":"https://doi.org/10.1155/2012/498521","url":null,"abstract":"A versatile and convenient synthesis of 2-substituted benzimidazoles, using o-nitroaniline as starting material with several aryl aldehydes, has been accomplished by using a small amount of a reluctant agent. The reaction was carried out under very mild conditions at room temperature. The yields obtained are very good in reasonably short reaction times.","PeriodicalId":19688,"journal":{"name":"Organic Chemistry International","volume":null,"pages":null},"PeriodicalIF":0.0,"publicationDate":"2012-11-21","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"81585912","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Aromatic compounds (phenols), when treated with Vilsmeier Haack (V-H) reagent in the presence of transition metal ions such as Cu(II), Ni(II), Co(II), Cd(II), and Zn(II) under reflux conditions, afforded corresponding ortho-formyl derivatives in good yields. Under normal conditions the metal-ion-free V-H reactions are too sluggish and resulted in poor yields. This protocol provides highly regioselective formylation under a mild and efficient condition with simple workup.
{"title":"Transition Metal Ions as Efficient Catalysts for Facile Ortho-Formylation of Phenols under Vilsmeier–Haack Conditions","authors":"F. Aneesa, K. Rajanna, Y. Kumar, M. Arifuddin","doi":"10.1155/2012/289023","DOIUrl":"https://doi.org/10.1155/2012/289023","url":null,"abstract":"Aromatic compounds (phenols), when treated with Vilsmeier Haack (V-H) reagent in the presence of transition metal ions such as Cu(II), Ni(II), Co(II), Cd(II), and Zn(II) under reflux conditions, afforded corresponding ortho-formyl derivatives in good yields. Under normal conditions the metal-ion-free V-H reactions are too sluggish and resulted in poor yields. This protocol provides highly regioselective formylation under a mild and efficient condition with simple workup.","PeriodicalId":19688,"journal":{"name":"Organic Chemistry International","volume":null,"pages":null},"PeriodicalIF":0.0,"publicationDate":"2012-11-19","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"76305189","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
G. Thirupathi, M. Venkatanarayana, P. Dubey, Y. B. Kumari
We investigate L-Tyrosine as an efficient catalyst for the Knoevenagel condensation of arylaldehydes with meldrum’s acid containing cyclic active methylene group in solvent-free condition under grindstone method at room temperature to produce substituted-5-benzylidene-2,2-dimethyl-[1,3]dioxane-4,6-diones 3(a–j).
{"title":"L-Tyrosine as an Eco-Friendly and Efficient Catalyst for Knoevenagel Condensation of Arylaldehydes with Meldrum’s Acid in Solvent-Free Condition under Grindstone Method","authors":"G. Thirupathi, M. Venkatanarayana, P. Dubey, Y. B. Kumari","doi":"10.1155/2012/191584","DOIUrl":"https://doi.org/10.1155/2012/191584","url":null,"abstract":"We investigate L-Tyrosine as an efficient catalyst for the Knoevenagel condensation of arylaldehydes with meldrum’s acid containing cyclic active methylene group in solvent-free condition under grindstone method at room temperature to produce substituted-5-benzylidene-2,2-dimethyl-[1,3]dioxane-4,6-diones 3(a–j).","PeriodicalId":19688,"journal":{"name":"Organic Chemistry International","volume":null,"pages":null},"PeriodicalIF":0.0,"publicationDate":"2012-11-13","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"86102896","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Three benzaldehyde-functionalized ionic liquids were readily synthesized by quaternization of N-alkylimidazole with benzaldehyde-functionalized alkyl bromides under microwave irradiation in good yield. These aldehyde-functionalized ionic liquids could easily be oxidized in the presence of H2O2/KOH or be reduced by NaBH4 leading to the formation of the corresponding carboxyl-functionalized ionic liquids or benzylic alcohol-functionalized ionic liquids. In addition, the condensations of these functionalized ones with hydrazine hydrate and with aniline under reductive amination conditions were demonstrated.
{"title":"Facile Synthesis of Benzaldehyde-Functionalized Ionic Liquids and Their Flexible Functional Group Transformations","authors":"Qiang Huang, B. Zheng","doi":"10.1155/2012/208128","DOIUrl":"https://doi.org/10.1155/2012/208128","url":null,"abstract":"Three benzaldehyde-functionalized ionic liquids were readily synthesized by quaternization of N-alkylimidazole with benzaldehyde-functionalized alkyl bromides under microwave irradiation in good yield. These aldehyde-functionalized ionic liquids could easily be oxidized in the presence of H2O2/KOH or be reduced by NaBH4 leading to the formation of the corresponding carboxyl-functionalized ionic liquids or benzylic alcohol-functionalized ionic liquids. In addition, the condensations of these functionalized ones with hydrazine hydrate and with aniline under reductive amination conditions were demonstrated.","PeriodicalId":19688,"journal":{"name":"Organic Chemistry International","volume":null,"pages":null},"PeriodicalIF":0.0,"publicationDate":"2012-11-12","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"81607611","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
A simple and efficient method for N-arylation of 1,2,4-triazole at room temperature was described by the use of predominant (111) facet CuO nanoparticles as a catalyst in ligand-free condition. The catalyst was recyclable, and a variety of substrates give N-arylation product in high yield with short period of reaction time. The wide scope of this catalyst led us to investigate transformations involving less-reactive nitrogen nucleophiles, such as imidazole and pyrazoles. We were pleased to find that various derivatives of azoles were effectively coupled with aryl iodide to afford the desired N-arylated product in excellent yield.
{"title":"Room Temperature N-Arylation of 1,2,4-Triazoles under Ligand-Free Condition","authors":"Nikhil V. Suramwar, S. R. Thakare, N. T. Khaty","doi":"10.1155/2012/515092","DOIUrl":"https://doi.org/10.1155/2012/515092","url":null,"abstract":"A simple and efficient method for N-arylation of 1,2,4-triazole at room temperature was described by the use of predominant (111) facet CuO nanoparticles as a catalyst in ligand-free condition. The catalyst was recyclable, and a variety of substrates give N-arylation product in high yield with short period of reaction time. The wide scope of this catalyst led us to investigate transformations involving less-reactive nitrogen nucleophiles, such as imidazole and pyrazoles. We were pleased to find that various derivatives of azoles were effectively coupled with aryl iodide to afford the desired N-arylated product in excellent yield.","PeriodicalId":19688,"journal":{"name":"Organic Chemistry International","volume":null,"pages":null},"PeriodicalIF":0.0,"publicationDate":"2012-11-04","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"74554252","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
The synthesis of a number of novel 4,6-disubstituted tetrahydropyrimidinones is described. The synthetic route described is applied to the synthesis of two stereoisomers. The structure of one tetrahydropyrimidinone was determined by XRD and showed an interesting hydrogen-bonded ribbon in the direction of crystal growth. These pyrimidinones are members of a class of compounds with diverse bioactivity. An initial study of their activity versus HIV protease is included.
{"title":"Preparation and Structure of Novel Chiral 4,6-Disubstituted Tetrahydropyrimidinones","authors":"David Frain, F. Kirby, P. McArdle, P. O’Leary","doi":"10.1155/2012/293945","DOIUrl":"https://doi.org/10.1155/2012/293945","url":null,"abstract":"The synthesis of a number of novel 4,6-disubstituted tetrahydropyrimidinones is described. The synthetic route described is applied to the synthesis of two stereoisomers. The structure of one tetrahydropyrimidinone was determined by XRD and showed an interesting hydrogen-bonded ribbon in the direction of crystal growth. These pyrimidinones are members of a class of compounds with diverse bioactivity. An initial study of their activity versus HIV protease is included.","PeriodicalId":19688,"journal":{"name":"Organic Chemistry International","volume":null,"pages":null},"PeriodicalIF":0.0,"publicationDate":"2012-11-04","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"84585666","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Various coumarin derivatives have been efficiently synthesized via barium dichloride-catalyzed Pechmann condensation reaction of various phenols and β-keto esters under solvent-free conditions. This novel and inexpensive method has advantages such as short reaction times, excellent product yields, and avoidance of organic solvents in agreement with green chemistry principles.
{"title":"Barium Dichloride as a Powerful and Inexpensive Catalyst for the Pechmann Condensation without Using Solvent","authors":"S. Khodabakhshi","doi":"10.1155/2012/306162","DOIUrl":"https://doi.org/10.1155/2012/306162","url":null,"abstract":"Various coumarin derivatives have been efficiently synthesized via barium dichloride-catalyzed Pechmann condensation reaction of various phenols and β-keto esters under solvent-free conditions. This novel and inexpensive method has advantages such as short reaction times, excellent product yields, and avoidance of organic solvents in agreement with green chemistry principles.","PeriodicalId":19688,"journal":{"name":"Organic Chemistry International","volume":null,"pages":null},"PeriodicalIF":0.0,"publicationDate":"2012-11-04","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"85140838","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Viscometry is a valid and practical approach for monitoring the degradation of polymers in solution. In this work, at constant power and pulse, the effects of different operating parameters such as time of irradiation, temperature, solution concentration, volume, solvent, and immersion depth of horn on the rate of degradation have been investigated in aqueous solution using laboratory scale operation. A method of viscometry was used to study the degradation behavior of aqueous dispersions of microgels. The experimental results show that the viscosity of polymer solution decreased with an increase in the ultrasonic irradiation time and approached a limiting value. The present work has enabled us to understand the role of the different operating parameters in deciding the extent of viscosity reduction in aqueous dispersions of microgels and also the controlling effects of them.
{"title":"The Study of Ultrasonic Degradation of Superabsorbent Hydrogels","authors":"R. Ebrahimi, Giti Tarhande, S. Rafiei","doi":"10.1155/2012/343768","DOIUrl":"https://doi.org/10.1155/2012/343768","url":null,"abstract":"Viscometry is a valid and practical approach for monitoring the degradation of polymers in solution. In this work, at constant power and pulse, the effects of different operating parameters such as time of irradiation, temperature, solution concentration, volume, solvent, and immersion depth of horn on the rate of degradation have been investigated in aqueous solution using laboratory scale operation. A method of viscometry was used to study the degradation behavior of aqueous dispersions of microgels. The experimental results show that the viscosity of polymer solution decreased with an increase in the ultrasonic irradiation time and approached a limiting value. The present work has enabled us to understand the role of the different operating parameters in deciding the extent of viscosity reduction in aqueous dispersions of microgels and also the controlling effects of them.","PeriodicalId":19688,"journal":{"name":"Organic Chemistry International","volume":null,"pages":null},"PeriodicalIF":0.0,"publicationDate":"2012-10-15","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"75856344","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
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