A novel catalytic system consisting of I2-SDS-H2O has been developed which cleaves 2,3-diaza-1,3-butadiene, 1-aza-1,3-butadienes, oximes and in presence of indoles in the medium uses the corresponding aldehyde products to produce bis(indolyl)alkanes in situ. This one pot simple and mild dual catalytic system works in water at room temperature under neutral conditions.
{"title":"I2-SDS-H2O System: A highly Efficient Dual Catalytic Green System for Deprotection of Imines and in Situ Preparation of Bis(indolyl)alkanes from Indoles in Water.","authors":"Parasa Hazarika, Pallab Pahari, Manash Jyoti Borah, Dilip Konwar","doi":"10.5402/2012/635835","DOIUrl":"https://doi.org/10.5402/2012/635835","url":null,"abstract":"<p><p>A novel catalytic system consisting of I2-SDS-H2O has been developed which cleaves 2,3-diaza-1,3-butadiene, 1-aza-1,3-butadienes, oximes and in presence of indoles in the medium uses the corresponding aldehyde products to produce bis(indolyl)alkanes in situ. This one pot simple and mild dual catalytic system works in water at room temperature under neutral conditions. </p>","PeriodicalId":14730,"journal":{"name":"ISRN Organic Chemistry","volume":"2012 ","pages":"635835"},"PeriodicalIF":0.0,"publicationDate":"2012-08-27","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://sci-hub-pdf.com/10.5402/2012/635835","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"31748281","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"OA","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Pub Date : 2012-08-22eCollection Date: 2012-01-01DOI: 10.5402/2012/976178
Teofilia Ivan, Loredana Vacareanu, Mircea Grigoras
Six star-shaped oligomers containing triphenylamine (D1-D3) and benzene unit (D4-D6) as cores have been synthesized by Wittig condensation or Heck coupling reaction using aromatic aldehydes and triphenylphosphonium salts or aromatic halogenated compounds with vinyl triphenylamine. All oligomers have well-defined molecular structure and high purity. Characterization of the oligomers was made by FT-IR, (1)H-NMR spectroscopy, UV-Vis, and fluorescence spectroscopy. The electrochemical behavior was studied by cyclic voltammetry (CV). The cyclic voltammograms have revealed that oligomers undergo quasireversible or irreversible redox processes. The irreversible process is associated with electrochemical polymerization of oligomers by dimerization of unsubstituted triphenylamine groups. Thermal characterization was accomplished by TGA and DSC methods and evidenced that all oligomers were stable materials until 250°C and have formed stable molecular glasses after first heating scan.
{"title":"Synthesis and optoelectronic characterization of some star-shaped oligomers with benzene and triphenylamine cores.","authors":"Teofilia Ivan, Loredana Vacareanu, Mircea Grigoras","doi":"10.5402/2012/976178","DOIUrl":"10.5402/2012/976178","url":null,"abstract":"<p><p>Six star-shaped oligomers containing triphenylamine (D1-D3) and benzene unit (D4-D6) as cores have been synthesized by Wittig condensation or Heck coupling reaction using aromatic aldehydes and triphenylphosphonium salts or aromatic halogenated compounds with vinyl triphenylamine. All oligomers have well-defined molecular structure and high purity. Characterization of the oligomers was made by FT-IR, (1)H-NMR spectroscopy, UV-Vis, and fluorescence spectroscopy. The electrochemical behavior was studied by cyclic voltammetry (CV). The cyclic voltammograms have revealed that oligomers undergo quasireversible or irreversible redox processes. The irreversible process is associated with electrochemical polymerization of oligomers by dimerization of unsubstituted triphenylamine groups. Thermal characterization was accomplished by TGA and DSC methods and evidenced that all oligomers were stable materials until 250°C and have formed stable molecular glasses after first heating scan. </p>","PeriodicalId":14730,"journal":{"name":"ISRN Organic Chemistry","volume":"2012 ","pages":"976178"},"PeriodicalIF":0.0,"publicationDate":"2012-08-22","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3767318/pdf/","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"31747203","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"OA","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Pub Date : 2012-08-12eCollection Date: 2012-01-01DOI: 10.5402/2012/342738
Amit Pramanik, Manabendra Saha, Sanjay Bhar
An eco-friendly "on-water" protocol for efficient catalyst-free synthesis of the Hantzsch dihydropyridines from aryl, heteroaryl, alkyl, and vinylogous aldehydes has been developed with minimum auxiliary substances, toxic reagents, organic solvents, and disposal problems.
{"title":"\"On-water\" catalyst-free ecofriendly synthesis of the hantzsch dihydropyridines.","authors":"Amit Pramanik, Manabendra Saha, Sanjay Bhar","doi":"10.5402/2012/342738","DOIUrl":"https://doi.org/10.5402/2012/342738","url":null,"abstract":"<p><p>An eco-friendly \"on-water\" protocol for efficient catalyst-free synthesis of the Hantzsch dihydropyridines from aryl, heteroaryl, alkyl, and vinylogous aldehydes has been developed with minimum auxiliary substances, toxic reagents, organic solvents, and disposal problems. </p>","PeriodicalId":14730,"journal":{"name":"ISRN Organic Chemistry","volume":"2012 ","pages":"342738"},"PeriodicalIF":0.0,"publicationDate":"2012-08-12","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://sci-hub-pdf.com/10.5402/2012/342738","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"31748274","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"OA","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
An expeditious, one-pot method for the synthesis of 3,4-dihydropyrimidin-2(1H)-ones using a mixture of phosphorus pentoxide-methanesulfonic acid (Eaton's reagent) at room temperature under solvent-free conditions is described. The salient features of this method include short reaction time, green aspects, high yields, and simple procedure.
{"title":"A Green, Expeditious, One-Pot Synthesis of 3, 4-Dihydropyrimidin-2(1H)-ones Using a Mixture of Phosphorus Pentoxide-Methanesulfonic Acid at Ambient Temperature.","authors":"Amulrao Borse, Mahesh Patil, Nilesh Patil, Rohan Shinde","doi":"10.5402/2012/415645","DOIUrl":"https://doi.org/10.5402/2012/415645","url":null,"abstract":"<p><p>An expeditious, one-pot method for the synthesis of 3,4-dihydropyrimidin-2(1H)-ones using a mixture of phosphorus pentoxide-methanesulfonic acid (Eaton's reagent) at room temperature under solvent-free conditions is described. The salient features of this method include short reaction time, green aspects, high yields, and simple procedure. </p>","PeriodicalId":14730,"journal":{"name":"ISRN Organic Chemistry","volume":"2012 ","pages":"415645"},"PeriodicalIF":0.0,"publicationDate":"2012-08-08","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://sci-hub-pdf.com/10.5402/2012/415645","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"31748276","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"OA","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Pub Date : 2012-07-29eCollection Date: 2012-01-01DOI: 10.5402/2012/963195
Umesh D Patil, Pramod P Mahulikar
A new, TiCl4-or SnCl4-mediated, solvent-free method was developed for the synthesis of N-Aryl benzamidines and N-phenylpicolinamidines, in moderate-to-good yield, using suitable amines and nitriles as starting materials.
{"title":"A Convenient, TiCl 4 /SnCl 4 -Mediated Synthesis of N-Phenyl or N-Aryl Benzamidines and N-Phenylpicolinamidines.","authors":"Umesh D Patil, Pramod P Mahulikar","doi":"10.5402/2012/963195","DOIUrl":"https://doi.org/10.5402/2012/963195","url":null,"abstract":"<p><p>A new, TiCl4-or SnCl4-mediated, solvent-free method was developed for the synthesis of N-Aryl benzamidines and N-phenylpicolinamidines, in moderate-to-good yield, using suitable amines and nitriles as starting materials. </p>","PeriodicalId":14730,"journal":{"name":"ISRN Organic Chemistry","volume":"2012 ","pages":"963195"},"PeriodicalIF":0.0,"publicationDate":"2012-07-29","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://sci-hub-pdf.com/10.5402/2012/963195","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"31747202","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"OA","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Pub Date : 2012-07-17eCollection Date: 2012-01-01DOI: 10.5402/2012/928484
Nam T S Phan, Ky K A Le, Thien V Nguyen, Nhan T H Le
The combination of chitosan as a renewable heterogeneous catalyst and ionic liquid as a "green" solvent was employed for the Knoevenagel reaction. The chitosan catalyst was characterized by various techniques, including X-ray powder diffraction (XRD), scanning electron microscopy (SEM), transmission electron microscopy (TEM), thermogravimetric analysis (TGA), Fourier transform infrared spectroscopy (FT-IR), and elemental analysis. Excellent conversions were achieved under mild conditions without the need for an inert atmosphere. There was no contribution from leached active species, and conversion was only being possible in the presence of the solid catalyst. The chitosan catalyst as well as the ionic liquid solvent could be recovered in essentially pure form after being used in the reaction, and each of them could be reused several times without a significant degradation in efficiency.
{"title":"Chitosan as a renewable heterogeneous catalyst for the knoevenagel reaction in ionic liquid as green solvent.","authors":"Nam T S Phan, Ky K A Le, Thien V Nguyen, Nhan T H Le","doi":"10.5402/2012/928484","DOIUrl":"https://doi.org/10.5402/2012/928484","url":null,"abstract":"<p><p>The combination of chitosan as a renewable heterogeneous catalyst and ionic liquid as a \"green\" solvent was employed for the Knoevenagel reaction. The chitosan catalyst was characterized by various techniques, including X-ray powder diffraction (XRD), scanning electron microscopy (SEM), transmission electron microscopy (TEM), thermogravimetric analysis (TGA), Fourier transform infrared spectroscopy (FT-IR), and elemental analysis. Excellent conversions were achieved under mild conditions without the need for an inert atmosphere. There was no contribution from leached active species, and conversion was only being possible in the presence of the solid catalyst. The chitosan catalyst as well as the ionic liquid solvent could be recovered in essentially pure form after being used in the reaction, and each of them could be reused several times without a significant degradation in efficiency. </p>","PeriodicalId":14730,"journal":{"name":"ISRN Organic Chemistry","volume":"2012 ","pages":"928484"},"PeriodicalIF":0.0,"publicationDate":"2012-07-17","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://sci-hub-pdf.com/10.5402/2012/928484","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"31747200","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"OA","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Pub Date : 2012-07-03eCollection Date: 2012-01-01DOI: 10.5402/2012/526867
Nadezhda E Shchepina, Viktor V Avrorin, Gennady A Badun, Scott B Lewis, Sergey N Shurov
Comparison of ion-molecular reactions of free-phenyl cations generated by tritium β -decay with 2-methyl- and 2-phenylquinolines has been investigated. The reaction of direct nitrogen atom phenylation with the help of nucleogenic phenyl cations has been fulfilled for the first time and a new one-step synthesis of tritium-labeled N-phenyl-2-phenylquinolinium salt-lipophilic radioactive biological marker has been elaborated.
{"title":"New way of direct nitrogen atom phenylation in quinoline derivatives.","authors":"Nadezhda E Shchepina, Viktor V Avrorin, Gennady A Badun, Scott B Lewis, Sergey N Shurov","doi":"10.5402/2012/526867","DOIUrl":"https://doi.org/10.5402/2012/526867","url":null,"abstract":"<p><p>Comparison of ion-molecular reactions of free-phenyl cations generated by tritium β -decay with 2-methyl- and 2-phenylquinolines has been investigated. The reaction of direct nitrogen atom phenylation with the help of nucleogenic phenyl cations has been fulfilled for the first time and a new one-step synthesis of tritium-labeled N-phenyl-2-phenylquinolinium salt-lipophilic radioactive biological marker has been elaborated. </p>","PeriodicalId":14730,"journal":{"name":"ISRN Organic Chemistry","volume":"2012 ","pages":"526867"},"PeriodicalIF":0.0,"publicationDate":"2012-07-03","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://sci-hub-pdf.com/10.5402/2012/526867","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"31748279","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"OA","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Pub Date : 2012-05-16eCollection Date: 2012-01-01DOI: 10.5402/2012/810938
Mohamed Dehamchia, Zine Regainia
Herein, we describe an efficient one-step synthesis of new fused benzothiadiazepine-1,1-dioxides and macrocyclic sulfamides. The synthesis of these compounds was achieved in moderate yields starting from previously described N,N'-disubstituted symmetric sulfamides and N-tert-butoxycarbonyl, N'-alkyl sulfamide. The chemical structures of all the new compounds reported in this work were confirmed by NMR, IR, and mass spectrometry. These compounds are beneficial building blocks that can be used in deriving new chemical entities that exert a wide spectrum of pharmacological activities.
{"title":"Synthesis of new fused benzothiadiazepines and macrocyclic sulfamides starting from n,n-disubstituted sulfamides and n(boc)-sulfamides.","authors":"Mohamed Dehamchia, Zine Regainia","doi":"10.5402/2012/810938","DOIUrl":"https://doi.org/10.5402/2012/810938","url":null,"abstract":"<p><p>Herein, we describe an efficient one-step synthesis of new fused benzothiadiazepine-1,1-dioxides and macrocyclic sulfamides. The synthesis of these compounds was achieved in moderate yields starting from previously described N,N'-disubstituted symmetric sulfamides and N-tert-butoxycarbonyl, N'-alkyl sulfamide. The chemical structures of all the new compounds reported in this work were confirmed by NMR, IR, and mass spectrometry. These compounds are beneficial building blocks that can be used in deriving new chemical entities that exert a wide spectrum of pharmacological activities. </p>","PeriodicalId":14730,"journal":{"name":"ISRN Organic Chemistry","volume":"2012 ","pages":"810938"},"PeriodicalIF":0.0,"publicationDate":"2012-05-16","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://sci-hub-pdf.com/10.5402/2012/810938","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"31747195","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"OA","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
A simple, efficient, and eco-friendly protocol for the N-Boc protection of the amine moiety in a variety of compounds with di-tert-butyl dicarbonate under water-acetone catalyst-free conditions is described. The corresponding monocarbamate is obtained in excellent yields on short reaction times. No competitive side reactions such as isocyanate urea and O-Boc were observed. This method represents a reasonable alternative to the previous reported protection procedures.
{"title":"N-tert-Butoxycarbonylation of Structurally Diverse Amines and Sulfamides under Water-Mediated Catalyst-Free Conditions.","authors":"Zinelaabine Cheraiet, Souad Ouarna, Sihem Hessainia, Malika Berredjem, Nour-Eddine Aouf","doi":"10.5402/2012/404235","DOIUrl":"https://doi.org/10.5402/2012/404235","url":null,"abstract":"<p><p>A simple, efficient, and eco-friendly protocol for the N-Boc protection of the amine moiety in a variety of compounds with di-tert-butyl dicarbonate under water-acetone catalyst-free conditions is described. The corresponding monocarbamate is obtained in excellent yields on short reaction times. No competitive side reactions such as isocyanate urea and O-Boc were observed. This method represents a reasonable alternative to the previous reported protection procedures. </p>","PeriodicalId":14730,"journal":{"name":"ISRN Organic Chemistry","volume":"2012 ","pages":"404235"},"PeriodicalIF":0.0,"publicationDate":"2012-05-09","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://sci-hub-pdf.com/10.5402/2012/404235","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"31748275","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"OA","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Interaction of O-benzoyl-β-aminopropioamidoximes [β-amino group: pyperidin-1-yl; morpholin-1-yl; thiomorpholin-1-yl; 4-phenylpiperazin-1-yl; benzimidazol-1-yl] with Lawesson's reagent was done in tetrahydrofuran at heating to 70°C during 10 h. New O-thiobenzoyl-β-aminopropioamidoximes were obtained with the outputs 57-96%; they were characterized with the help of physicochemical, IR, and NMR spectra.
{"title":"Interaction of the O-Benzoyl-β-aminopropioamidoximes with Lawesson's Reagent and Spectral Characterization of the Products.","authors":"Lyudmila Kayukova, Kaldubai Praliyev, Ulan Kemelbekov, Asel Abdildanova, Vanda Gutyar","doi":"10.5402/2012/945893","DOIUrl":"https://doi.org/10.5402/2012/945893","url":null,"abstract":"<p><p>Interaction of O-benzoyl-β-aminopropioamidoximes [β-amino group: pyperidin-1-yl; morpholin-1-yl; thiomorpholin-1-yl; 4-phenylpiperazin-1-yl; benzimidazol-1-yl] with Lawesson's reagent was done in tetrahydrofuran at heating to 70°C during 10 h. New O-thiobenzoyl-β-aminopropioamidoximes were obtained with the outputs 57-96%; they were characterized with the help of physicochemical, IR, and NMR spectra. </p>","PeriodicalId":14730,"journal":{"name":"ISRN Organic Chemistry","volume":"2012 ","pages":"945893"},"PeriodicalIF":0.0,"publicationDate":"2012-03-22","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://sci-hub-pdf.com/10.5402/2012/945893","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"31747201","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"OA","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}