Pub Date : 2011-04-17eCollection Date: 2011-01-01DOI: 10.5402/2011/541082
J Kalyana Sundar, S Natarajan, S Chitra, Nidhin Paul, P Manisankar, S Muthusubramanian, J Suresh
The crystal structures of 4-(4-methylphenyl)-6-phenyl-2,3,3a,4-tetrahydro-1H-pyrido[3,2,1-jk]carbazole (IIa) and 4-(4-methoxyphenyl)-6-phenyl-2,3,3a,4-tetrahydro-1H-pyrido[3,2,1-jk]carbazole (IIb) were elucidated by single crystal X-ray diffraction. Compound (IIa), C28H25N, crystallizes in the triclinic system, space group P-1, with a = 8.936(2) Å, b = 10.490(1) Å, c = 11.801(1) Å, α = 102.69(5) (°) , β = 103.27(3) (°) , γ = 93.80(1) (°) , and Z = 2. The compound (IIb), C28H25NO, crystallizes in the monoclinic system, space group P21/a, with a = 11.376(5) Å, b = 14.139(3) Å, c = 13.237(4) Å, β = 97.41(3) (°) , and Z = 4. In both the structures, the pyrido ring adopts a twist boat conformation and the carbazole molecule has the twisted envelope structure with C3 and C13 at the flap. No classical hydrogen bonds are observed in the crystal structures. Details of the preparation, structures, and spectroscopic properties of the new compounds are discussed.
{"title":"Spectral Analysis and Crystal Structures of 4-(4-Methylphenyl)-6-Phenyl-2,3,3a, 4-Tetrahydro-1H-Pyrido[3,2,1-jk]Carbazole and 4-(4-Methoxyphenyl)-6-Phenyl-2,3,3a, 4-Tetrahydro-1H-Pyrido[3,2,1-jk]Carbazole.","authors":"J Kalyana Sundar, S Natarajan, S Chitra, Nidhin Paul, P Manisankar, S Muthusubramanian, J Suresh","doi":"10.5402/2011/541082","DOIUrl":"https://doi.org/10.5402/2011/541082","url":null,"abstract":"<p><p>The crystal structures of 4-(4-methylphenyl)-6-phenyl-2,3,3a,4-tetrahydro-1H-pyrido[3,2,1-jk]carbazole (IIa) and 4-(4-methoxyphenyl)-6-phenyl-2,3,3a,4-tetrahydro-1H-pyrido[3,2,1-jk]carbazole (IIb) were elucidated by single crystal X-ray diffraction. Compound (IIa), C28H25N, crystallizes in the triclinic system, space group P-1, with a = 8.936(2) Å, b = 10.490(1) Å, c = 11.801(1) Å, α = 102.69(5) (°) , β = 103.27(3) (°) , γ = 93.80(1) (°) , and Z = 2. The compound (IIb), C28H25NO, crystallizes in the monoclinic system, space group P21/a, with a = 11.376(5) Å, b = 14.139(3) Å, c = 13.237(4) Å, β = 97.41(3) (°) , and Z = 4. In both the structures, the pyrido ring adopts a twist boat conformation and the carbazole molecule has the twisted envelope structure with C3 and C13 at the flap. No classical hydrogen bonds are observed in the crystal structures. Details of the preparation, structures, and spectroscopic properties of the new compounds are discussed. </p>","PeriodicalId":14730,"journal":{"name":"ISRN Organic Chemistry","volume":"2011 ","pages":"541082"},"PeriodicalIF":0.0,"publicationDate":"2011-04-17","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://sci-hub-pdf.com/10.5402/2011/541082","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"31747377","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 : 2011-04-12eCollection Date: 2011-01-01DOI: 10.5402/2011/406427
Hormi Mecadon, Bekington Myrboh
The work described herein employs potassium hydroxide impregnated alumina (KOH-alumina) as a mild, efficient, and recyclable catalyst for a one-pot solvent-free and environmentally safer synthesis of 3,4,6-triarylpyridazines and some substituted pyridazines from active methylene carbonyl species, 1,2-dicarbonyls, and hydrazine hydrate by microwave (MW) irradiation. The method offers highly convergent, inexpensive, and functionality-tolerable procedure for rapid access to important pyridazine compounds in good yields.
{"title":"Potassium Hydroxide Impregnated Alumina (KOH-Alumina) as a Recyclable Catalyst for the Solvent-Free Multicomponent Synthesis of Highly Functionalized Substituted Pyridazines and/or Substituted Pyridazin-3(2H)-ones under Microwave Irradiation.","authors":"Hormi Mecadon, Bekington Myrboh","doi":"10.5402/2011/406427","DOIUrl":"https://doi.org/10.5402/2011/406427","url":null,"abstract":"<p><p>The work described herein employs potassium hydroxide impregnated alumina (KOH-alumina) as a mild, efficient, and recyclable catalyst for a one-pot solvent-free and environmentally safer synthesis of 3,4,6-triarylpyridazines and some substituted pyridazines from active methylene carbonyl species, 1,2-dicarbonyls, and hydrazine hydrate by microwave (MW) irradiation. The method offers highly convergent, inexpensive, and functionality-tolerable procedure for rapid access to important pyridazine compounds in good yields. </p>","PeriodicalId":14730,"journal":{"name":"ISRN Organic Chemistry","volume":"2011 ","pages":"406427"},"PeriodicalIF":0.0,"publicationDate":"2011-04-12","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://sci-hub-pdf.com/10.5402/2011/406427","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"31748430","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 : 2011-04-11eCollection Date: 2011-01-01DOI: 10.5402/2011/434613
Satish N Dighe, Pratip K Chaskar, Kishor S Jain, Manisha S Phoujdar, Kumar V Srinivasan
Remarkably high-speed synthesis of 2-substituted amino-4-aryl thiazoles in polar solvents with a minimum threshold polarity index of 4.8 was found to proceed to completion in just 30-40 sec. affording excellent yields of thiazoles under ambient temperature conditions without the use of any additional catalyst. The purification-free procedure afforded libraries based around a known pharmacophore, namely, substituted arylthiazoles and generated samples of high purity. In terms of combinatorial synthesis in a single solution phase, our protocol is significantly better than those hitherto reported and is amenable for HTS. The in vitro biological tests of some thiazoles showed good activity towards gram-positive bacteria, gram-negative bacteria and fungi comparable with the standard drugs, nitrofurantoin and griseofulvin, for their antibacterial and antifungal activities, respectively.
{"title":"A Remarkably High-Speed Solution-Phase Combinatorial Synthesis of 2-Substituted-Amino-4-Aryl Thiazoles in Polar Solvents in the Absence of a Catalyst under Ambient Conditions and Study of Their Antimicrobial Activities.","authors":"Satish N Dighe, Pratip K Chaskar, Kishor S Jain, Manisha S Phoujdar, Kumar V Srinivasan","doi":"10.5402/2011/434613","DOIUrl":"https://doi.org/10.5402/2011/434613","url":null,"abstract":"<p><p>Remarkably high-speed synthesis of 2-substituted amino-4-aryl thiazoles in polar solvents with a minimum threshold polarity index of 4.8 was found to proceed to completion in just 30-40 sec. affording excellent yields of thiazoles under ambient temperature conditions without the use of any additional catalyst. The purification-free procedure afforded libraries based around a known pharmacophore, namely, substituted arylthiazoles and generated samples of high purity. In terms of combinatorial synthesis in a single solution phase, our protocol is significantly better than those hitherto reported and is amenable for HTS. The in vitro biological tests of some thiazoles showed good activity towards gram-positive bacteria, gram-negative bacteria and fungi comparable with the standard drugs, nitrofurantoin and griseofulvin, for their antibacterial and antifungal activities, respectively. </p>","PeriodicalId":14730,"journal":{"name":"ISRN Organic Chemistry","volume":"2011 ","pages":"434613"},"PeriodicalIF":0.0,"publicationDate":"2011-04-11","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://sci-hub-pdf.com/10.5402/2011/434613","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"31748431","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 : 2011-04-11eCollection Date: 2011-01-01DOI: 10.5402/2011/708162
Jing Li, Handong Yin, Min Hong
The complex dibutyltin 2-oxo-2-phenylacetic acid 4-hydroxybenzohydrazone has been synthesized and characterized by elemental analysis, IR, (1)H and (13)C NMR, and X-ray single-crystal diffraction studies. The crystal structure belongs to triclinic, space group P-1 with a = 9.3220 (10) Å, b = 9.8779 (11) Å, c = 15.9401 (17) Å, β = 97.0930 (10)°, Z = 2, V = 1427.6(3) Å(3), Dc = 1.413 mg/cm(3), μ = 0.936 mm(-1), F(000) = 628, R = 0.1158, and wR = 0.2522. X-ray analysis indicates that O(2), N(2), O(4), and O(4)#1 from the ligand and O(5) from ethanol molecule are in the equatorial positions; the axial positions are occupied by two n-butyl groups. It shows a distorted pentagonal bipyramid configuration with seven-coordination for central tin atom. Fascinatingly, the supramolecular infrastructures are observed, which exist as two-dimensional sheets assembled from the organometallic subunits through intermolecular and intramolecular O-H⋯X or C-H⋯X (X = O or N) hydrogen bonds.
合成了配合物二丁基锡2-氧-2-苯乙酸4-羟基苯腙,并通过元素分析、IR、(1)H和(13)C NMR和x射线单晶衍射对其进行了表征。晶体结构为三斜型,空间群P-1, a = 9.3220 (10) Å, b = 9.8779 (11) Å, c = 15.9401 (17) Å, β = 97.0930(10)°,Z = 2, V = 1427.6(3) Å(3), Dc = 1.413 mg/cm(3), μ = 0.936 mm(-1), F(000) = 628, R = 0.1158, wR = 0.2522。x射线分析表明,配体上的O(2)、N(2)、O(4)、O(4)#1和乙醇分子上的O(5)位于赤道位;轴向位置由两个正丁基占据。中心锡原子呈七配位畸变五边形双棱锥构型。令人着迷的是,超分子基础结构被观察到,它们存在于由有机金属亚基通过分子间和分子内O- h⋯X或C-H⋯X (X = O或N)氢键组装的二维薄片中。
{"title":"Synthesis, Characterization, and Crystal Structure of a Diorganotin(IV) Complex with 2-Oxo-2-Phenylacetic Acid 4-Hydroxybenzohydrazone.","authors":"Jing Li, Handong Yin, Min Hong","doi":"10.5402/2011/708162","DOIUrl":"https://doi.org/10.5402/2011/708162","url":null,"abstract":"<p><p>The complex dibutyltin 2-oxo-2-phenylacetic acid 4-hydroxybenzohydrazone has been synthesized and characterized by elemental analysis, IR, (1)H and (13)C NMR, and X-ray single-crystal diffraction studies. The crystal structure belongs to triclinic, space group P-1 with a = 9.3220 (10) Å, b = 9.8779 (11) Å, c = 15.9401 (17) Å, β = 97.0930 (10)°, Z = 2, V = 1427.6(3) Å(3), Dc = 1.413 mg/cm(3), μ = 0.936 mm(-1), F(000) = 628, R = 0.1158, and wR = 0.2522. X-ray analysis indicates that O(2), N(2), O(4), and O(4)#1 from the ligand and O(5) from ethanol molecule are in the equatorial positions; the axial positions are occupied by two n-butyl groups. It shows a distorted pentagonal bipyramid configuration with seven-coordination for central tin atom. Fascinatingly, the supramolecular infrastructures are observed, which exist as two-dimensional sheets assembled from the organometallic subunits through intermolecular and intramolecular O-H⋯X or C-H⋯X (X = O or N) hydrogen bonds. </p>","PeriodicalId":14730,"journal":{"name":"ISRN Organic Chemistry","volume":"2011 ","pages":"708162"},"PeriodicalIF":0.0,"publicationDate":"2011-04-11","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://sci-hub-pdf.com/10.5402/2011/708162","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"31747383","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 : 2011-04-11eCollection Date: 2011-01-01DOI: 10.5402/2011/759817
M I C F Costa, J R Steter, F L S Purgato, J R Romero
Glassy carbon electrodes were coated with the film poly-(p-allyl ether benzenesulfonic acid) by an anodic procedure. Nickel, platinum, and palladium ions were introduced into the film by ion exchange of H(+) with the corresponding salts. These ions were catalytically reduced to their corresponding metals using the known electroless reducing agent sodium hypophosphite. Scanning electron microcopy and energy dispersive X-ray spectroscopy were carried out to demonstrate the occurrence of the catalytic process. To compare this method with another one carried out in our laboratory, the electrocatalytic reduction of H(+) was studied using the same modified electrodes. A suggested mechanism for the catalysis is proposed.
{"title":"Catalytic Reduction of Noble Metal Salts by Sodium Hypophosphite Promoted by the Film Poly-(p-Allyl Ether Benzenesulfonic Acid).","authors":"M I C F Costa, J R Steter, F L S Purgato, J R Romero","doi":"10.5402/2011/759817","DOIUrl":"https://doi.org/10.5402/2011/759817","url":null,"abstract":"<p><p>Glassy carbon electrodes were coated with the film poly-(p-allyl ether benzenesulfonic acid) by an anodic procedure. Nickel, platinum, and palladium ions were introduced into the film by ion exchange of H(+) with the corresponding salts. These ions were catalytically reduced to their corresponding metals using the known electroless reducing agent sodium hypophosphite. Scanning electron microcopy and energy dispersive X-ray spectroscopy were carried out to demonstrate the occurrence of the catalytic process. To compare this method with another one carried out in our laboratory, the electrocatalytic reduction of H(+) was studied using the same modified electrodes. A suggested mechanism for the catalysis is proposed. </p>","PeriodicalId":14730,"journal":{"name":"ISRN Organic Chemistry","volume":"2011 ","pages":"759817"},"PeriodicalIF":0.0,"publicationDate":"2011-04-11","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://sci-hub-pdf.com/10.5402/2011/759817","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"31747385","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 : 2011-04-10eCollection Date: 2011-01-01DOI: 10.5402/2011/676789
Chen Zhuo, Dong Xian, Wu Jian-Wei, Xie Hui
The Knoevenagel condensation reaction of aldehydes with malononitrile was described in this study, which was catalyzed by an efficient and recyclable ionic liquid-supported proline. The method represented an attractive alternative to the classical synthesis strategies and exhibited the advantage of performing homogeneous chemistry on a large scale additionally avoided large excesses of reagents. The products were obtained in good yields and reasonable purities without the need for further chromatographic purification. Moreover, the catalyst could be reused for at least four times.
{"title":"An efficient and recyclable ionic liquid-supported proline catalyzed knoevenagel condensation.","authors":"Chen Zhuo, Dong Xian, Wu Jian-Wei, Xie Hui","doi":"10.5402/2011/676789","DOIUrl":"https://doi.org/10.5402/2011/676789","url":null,"abstract":"The Knoevenagel condensation reaction of aldehydes with malononitrile was described in this study, which was catalyzed by an efficient and recyclable ionic liquid-supported proline. The method represented an attractive alternative to the classical synthesis strategies and exhibited the advantage of performing homogeneous chemistry on a large scale additionally avoided large excesses of reagents. The products were obtained in good yields and reasonable purities without the need for further chromatographic purification. Moreover, the catalyst could be reused for at least four times.","PeriodicalId":14730,"journal":{"name":"ISRN Organic Chemistry","volume":"2011 ","pages":"676789"},"PeriodicalIF":0.0,"publicationDate":"2011-04-10","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://sci-hub-pdf.com/10.5402/2011/676789","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"31747382","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 : 2011-04-07eCollection Date: 2011-01-01DOI: 10.5402/2011/610521
Tomasz Pospieszny, Marcin Szymankiewicz, Elżbieta Wyrzykiewicz
Six new 2-o-(m- and p-)chlorobenzylthio-6-methyl-5-piperidino-(or morpholino-) methyluracils have been prepared. The structures of these compounds were confirmed by spectroscopic (FT-IR, UV-Vis, 1H NMR, 13C NMR, and HMBC) and elemental analyses. Estimation of pharmacotherapeutic potential has been made for synthesized compounds on the basis of prediction of activity spectra for substances (PASS).
{"title":"Thio Analogs of Pyrimidine Bases: Synthesis, Spectroscopic Study, and In Silico Biological Activity Evaluation of New 2-o-(m- and p-)Chlorobenzylthio-6-Methyl-5-Piperidino-(Morpholino-)Methyluracils.","authors":"Tomasz Pospieszny, Marcin Szymankiewicz, Elżbieta Wyrzykiewicz","doi":"10.5402/2011/610521","DOIUrl":"https://doi.org/10.5402/2011/610521","url":null,"abstract":"Six new 2-o-(m- and p-)chlorobenzylthio-6-methyl-5-piperidino-(or morpholino-) methyluracils have been prepared. The structures of these compounds were confirmed by spectroscopic (FT-IR, UV-Vis, 1H NMR, 13C NMR, and HMBC) and elemental analyses. Estimation of pharmacotherapeutic potential has been made for synthesized compounds on the basis of prediction of activity spectra for substances (PASS).","PeriodicalId":14730,"journal":{"name":"ISRN Organic Chemistry","volume":"2011 ","pages":"610521"},"PeriodicalIF":0.0,"publicationDate":"2011-04-07","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://sci-hub-pdf.com/10.5402/2011/610521","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"31747381","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 : 2011-04-07eCollection Date: 2011-01-01DOI: 10.5402/2011/265415
M Abdolahifard, S Hajir Bahrami, R M A Malek
Graft copolymerization of acrylic acid (AA) onto Poly(ethylene terephthalate) (PET) fabrics with the aid of benzoyl peroxide was carried out. The effect of polymerization parameters on the graft yield was studied. Percent grafting was enhanced significantly by increasing benzoyl peroxide (BP) concentrations up to 3.84 g/lit and then decreased upon further increase in initiator concentration. Preswelling of PET leads to changes in its sorption-diffusion properties and favors an increase in the degree of grafting. The antibiotics treated grafted fabrics showed antibacterial properties towards gram-positive and gram-negative microorganisms. FTIR and SEM were used to characterize AA-grafted polyester fabrics.
{"title":"Surface Modification of PET Fabric by Graft Copolymerization with Acrylic Acid and Its Antibacterial Properties.","authors":"M Abdolahifard, S Hajir Bahrami, R M A Malek","doi":"10.5402/2011/265415","DOIUrl":"https://doi.org/10.5402/2011/265415","url":null,"abstract":"<p><p>Graft copolymerization of acrylic acid (AA) onto Poly(ethylene terephthalate) (PET) fabrics with the aid of benzoyl peroxide was carried out. The effect of polymerization parameters on the graft yield was studied. Percent grafting was enhanced significantly by increasing benzoyl peroxide (BP) concentrations up to 3.84 g/lit and then decreased upon further increase in initiator concentration. Preswelling of PET leads to changes in its sorption-diffusion properties and favors an increase in the degree of grafting. The antibiotics treated grafted fabrics showed antibacterial properties towards gram-positive and gram-negative microorganisms. FTIR and SEM were used to characterize AA-grafted polyester fabrics. </p>","PeriodicalId":14730,"journal":{"name":"ISRN Organic Chemistry","volume":"2011 ","pages":"265415"},"PeriodicalIF":0.0,"publicationDate":"2011-04-07","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://sci-hub-pdf.com/10.5402/2011/265415","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"31748428","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}
The first cyclopenta[b]benzofuran derivative, rocaglamide, from Aglaia elliptifolia, was found to exhibit considerable insecticidal activities and excellent potential as a therapeutic agent candidate in cancer chemotherapy; the genus Aglaia has been subjected to further investigation. Both the structural complexity of rocaglamide and its significant activity make it an attractive synthetic target. Stereoselective synthesis of the dense substitution pattern of these targets is a formidable synthetic challenge: the molecules bear five contiguous stereocenters and cis aryl groups on adjacent carbons. In past years of effort, only a handful of completed total syntheses have been reported, evidence of the difficulties associated with the synthesis of rocaglate natural products. The advance on total synthesis of rocaglamide was mainly reviewed from intramolecular cyclization and biomimetic cycloaddition approach.
{"title":"Progress in the total synthesis of rocaglamide.","authors":"Xiao-Hua Cai, Bing Xie, Hui Guo","doi":"10.5402/2011/239817","DOIUrl":"10.5402/2011/239817","url":null,"abstract":"<p><p>The first cyclopenta[b]benzofuran derivative, rocaglamide, from Aglaia elliptifolia, was found to exhibit considerable insecticidal activities and excellent potential as a therapeutic agent candidate in cancer chemotherapy; the genus Aglaia has been subjected to further investigation. Both the structural complexity of rocaglamide and its significant activity make it an attractive synthetic target. Stereoselective synthesis of the dense substitution pattern of these targets is a formidable synthetic challenge: the molecules bear five contiguous stereocenters and cis aryl groups on adjacent carbons. In past years of effort, only a handful of completed total syntheses have been reported, evidence of the difficulties associated with the synthesis of rocaglate natural products. The advance on total synthesis of rocaglamide was mainly reviewed from intramolecular cyclization and biomimetic cycloaddition approach. </p>","PeriodicalId":14730,"journal":{"name":"ISRN Organic Chemistry","volume":"2011 ","pages":"239817"},"PeriodicalIF":0.0,"publicationDate":"2011-04-04","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3767207/pdf/","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"31748427","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 : 2011-03-29eCollection Date: 2011-01-01DOI: 10.5402/2011/195850
Hossein Eshghi, Seyed Mohammad Seyedi, Elaheh Rahimi Zarei
Ferric hydrogensulfate catalyzed the synthesis of 5-substituted 1H-tetrazoles via [2 + 3] cycloaddition of nitriles and sodium azide. This method has the advantages of high yields, simple methodology, and easy workup. The catalyst can be recovered by simple filtration and reused delivering good yields. Also, ferric hydrogensulfate catalyzed the hydrolysis of nitriles to primary amides under aqueous conditions. Various aliphatic and aromatic nitriles converted to the corresponding amides in good yields without any contamination with carboxylic acids.
{"title":"Ferric Hydrogensulfate [Fe(HSO4)3] As a Reusable Heterogeneous Catalyst for the Synthesis of 5-Substituted-1H-Tetrazoles and Amides.","authors":"Hossein Eshghi, Seyed Mohammad Seyedi, Elaheh Rahimi Zarei","doi":"10.5402/2011/195850","DOIUrl":"10.5402/2011/195850","url":null,"abstract":"<p><p>Ferric hydrogensulfate catalyzed the synthesis of 5-substituted 1H-tetrazoles via [2 + 3] cycloaddition of nitriles and sodium azide. This method has the advantages of high yields, simple methodology, and easy workup. The catalyst can be recovered by simple filtration and reused delivering good yields. Also, ferric hydrogensulfate catalyzed the hydrolysis of nitriles to primary amides under aqueous conditions. Various aliphatic and aromatic nitriles converted to the corresponding amides in good yields without any contamination with carboxylic acids. </p>","PeriodicalId":14730,"journal":{"name":"ISRN Organic Chemistry","volume":"2011 ","pages":"195850"},"PeriodicalIF":0.0,"publicationDate":"2011-03-29","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3767363/pdf/","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"31748426","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}