Puttaraju Boregowda, Shivashankar Kalegowda, V. Rasal, J. Eluru, Ebenezer Koyye
Various 4-bromomethylcoumarins (1a-k) were reacted with methyl salicylate to yield 2-(2-oxo-2H-chromen-4-ylmethoxy)-benzoic acid methyl esters (2a-k). Formations of (3a-k) were achieved by using DBU under microwave irradiation. Structures of all the compounds were established on the basis of their spectral data. All the compounds were tested in vitro for their antimicrobial activity and cell cytotoxicity. All the tested compounds (2b-k) and (3a-k) were shown to be better activity against Staphylococcus aureus than the standard Ciprofloxacin. The compound (3k) (R = 6-OMe) was found to be more potent cytotoxic than the standard 5-fluorouracil.
{"title":"Synthesis and Biological Evaluation of 4-(3-Hydroxy-benzofuran-2-yl)coumarins","authors":"Puttaraju Boregowda, Shivashankar Kalegowda, V. Rasal, J. Eluru, Ebenezer Koyye","doi":"10.1155/2014/297586","DOIUrl":"https://doi.org/10.1155/2014/297586","url":null,"abstract":"Various 4-bromomethylcoumarins (1a-k) were reacted with methyl salicylate to yield 2-(2-oxo-2H-chromen-4-ylmethoxy)-benzoic acid methyl esters (2a-k). Formations of (3a-k) were achieved by using DBU under microwave irradiation. Structures of all the compounds were established on the basis of their spectral data. All the compounds were tested in vitro for their antimicrobial activity and cell cytotoxicity. All the tested compounds (2b-k) and (3a-k) were shown to be better activity against Staphylococcus aureus than the standard Ciprofloxacin. The compound (3k) (R = 6-OMe) was found to be more potent cytotoxic than the standard 5-fluorouracil.","PeriodicalId":19688,"journal":{"name":"Organic Chemistry International","volume":"1 1","pages":"1-7"},"PeriodicalIF":0.0,"publicationDate":"2014-03-27","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"76113694","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}
Some imine derivatives (1a–7d) were synthesized using a rapid and an environmentally friendly method with reaction of aromatic aldehydes (a–d) and aromatic amines (1–7) (in 1 : 1 molar ratio) in the presence of -ethoxyethanol as a wetting reagent (2 drops) under solvent-free conditions using microwave heating.
{"title":"Microwave Assisted Solvent-Free Synthesis of Some Imine Derivatives","authors":"Yunus Bekdemir, Kürşat Efil","doi":"10.1155/2014/816487","DOIUrl":"https://doi.org/10.1155/2014/816487","url":null,"abstract":"Some imine derivatives (1a–7d) were synthesized using a rapid and an environmentally friendly method with reaction of aromatic aldehydes (a–d) and aromatic amines (1–7) (in 1 : 1 molar ratio) in the presence of -ethoxyethanol as a wetting reagent (2 drops) under solvent-free conditions using microwave heating.","PeriodicalId":19688,"journal":{"name":"Organic Chemistry International","volume":"18 1","pages":"1-5"},"PeriodicalIF":0.0,"publicationDate":"2014-03-26","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"80868014","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 green approach for the synthesis of N-alkyl-2-thiomethyl benzimidazoles 2 (R=CH3, C2H5, CH2Ph) under different conditions has been developed from N-alkyl-2-chloromethyl benzimidazole (i.e., CH3, C2H5, CH2Ph) 1 by reaction with thiourea by physical grinding, or by using green solvents like ethanol and PEG-600, or by using microwave irradiation technique.
{"title":"Synthesis of N-Alkyl-2-thiomethyl Benzimidazoles: A Green Approach","authors":"S. Rao, C. V. Reddy, P. K. Dubey","doi":"10.1155/2014/239710","DOIUrl":"https://doi.org/10.1155/2014/239710","url":null,"abstract":"A green approach for the synthesis of N-alkyl-2-thiomethyl benzimidazoles 2 (R=CH3, C2H5, CH2Ph) under different conditions has been developed from N-alkyl-2-chloromethyl benzimidazole (i.e., CH3, C2H5, CH2Ph) 1 by reaction with thiourea by physical grinding, or by using green solvents like ethanol and PEG-600, or by using microwave irradiation technique.","PeriodicalId":19688,"journal":{"name":"Organic Chemistry International","volume":"36 1","pages":"1-4"},"PeriodicalIF":0.0,"publicationDate":"2014-03-17","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"79998718","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 convenient and efficient protocol for the one-pot synthesis of 3,4-dihydropyrimidin-2-(1H)-one/thione derivatives of aldehydes, and 1,3-dicarbonyl compounds with Bismuth (III) sulfate trihydrate as the catalyst was described. We had the advantages of good performance, simplicity, and short time reaction under solvent-free conditions. The catalyst can be repeatedly reused without loss of its activity.
{"title":"An Efficient One-Pot Multi-Component Synthesis of 3,4-Dihydropyrimidin-2-(1H)-Ones/Thiones Catalyzed by Bismuth (III) Sulfate Trihydrate under Solvent-Free Conditions","authors":"F. Hatamjafari","doi":"10.1155/2014/761209","DOIUrl":"https://doi.org/10.1155/2014/761209","url":null,"abstract":"A convenient and efficient protocol for the one-pot synthesis of 3,4-dihydropyrimidin-2-(1H)-one/thione derivatives of aldehydes, and 1,3-dicarbonyl compounds with Bismuth (III) sulfate trihydrate as the catalyst was described. We had the advantages of good performance, simplicity, and short time reaction under solvent-free conditions. The catalyst can be repeatedly reused without loss of its activity.","PeriodicalId":19688,"journal":{"name":"Organic Chemistry International","volume":"22 1","pages":"1-5"},"PeriodicalIF":0.0,"publicationDate":"2014-03-13","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"81024258","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}
Copper ferrite nanomaterial as reusable heterogeneous initiator in the synthesis of α-aminonitriles. The nanocatalyst is easily recovered and its reusability is recorded. Synthesis of α-aminonitriles derivatives by one-pot reaction of different aldehydes with amines and trimethylsilyl cyanides has been developed using nano copper ferrite catalyst under room temperature and green solvent (water as solvent) conditions. α-aminonitriles are important in preparing a wide variety of amino acids, amides, diamines, and nitrogen containing heterocycles.
{"title":"Catalytic Synthesis of -Aminonitriles Using Nano Copper Ferrite under Green Conditions","authors":"A. Gharib, N. Pesyan, L. V. Fard, M. Roshani","doi":"10.1155/2014/169803","DOIUrl":"https://doi.org/10.1155/2014/169803","url":null,"abstract":"Copper ferrite nanomaterial as reusable heterogeneous initiator in the synthesis of α-aminonitriles. The nanocatalyst is easily recovered and its reusability is recorded. Synthesis of α-aminonitriles derivatives by one-pot reaction of different aldehydes with amines and trimethylsilyl cyanides has been developed using nano copper ferrite catalyst under room temperature and green solvent (water as solvent) conditions. α-aminonitriles are important in preparing a wide variety of amino acids, amides, diamines, and nitrogen containing heterocycles.","PeriodicalId":19688,"journal":{"name":"Organic Chemistry International","volume":"15 1","pages":"1-8"},"PeriodicalIF":0.0,"publicationDate":"2014-03-12","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"86130952","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 one-pot microwave-assisted synthesis of metallopyrazinoporphyrazines as porphyrazine derivatives carrying six-membered pyrazine rings annulated at the periphery of the tetrapyrrolic macrocycle is described starting from 2,3-diaminomaleonitrile, 1,2-dicarbonyl compounds, metal salts, and urea.
{"title":"One-Pot Synthesis of Metallopyrazinoporphyrazines Using 2,3-Diaminomaleonitrile and 1,2-Dicarbonyl Compounds Accelerated by Microwave Irradiation","authors":"A. Maleki, A. Rezayan","doi":"10.1155/2014/958951","DOIUrl":"https://doi.org/10.1155/2014/958951","url":null,"abstract":"A one-pot microwave-assisted synthesis of metallopyrazinoporphyrazines as porphyrazine derivatives carrying six-membered pyrazine rings annulated at the periphery of the tetrapyrrolic macrocycle is described starting from 2,3-diaminomaleonitrile, 1,2-dicarbonyl compounds, metal salts, and urea.","PeriodicalId":19688,"journal":{"name":"Organic Chemistry International","volume":"31 1","pages":"145-149"},"PeriodicalIF":0.0,"publicationDate":"2014-02-27","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"84111704","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}
B. Basu, Kinkar Biswas, S. Kundu, Debasish Sengupta
On-water hydrothiolation reaction between terminal alkyne and thiol has been probed in the presence of various additives. Aromatic alkynes yield corresponding 1-alkenyl sulfides, whereas aliphatic alkynes undergo double-addition yielding vicinal disulfides in good to excellent yields. Formation of 1-alkenyl sulfides proceeds with a high degree of regioselectivity (via anti-Markovnikov addition), and switching the stereoselectivity between E/Z isomers has been noticeably realized in the presence of different additives/promoters.
{"title":"In Quest of “Stereoselective Switch” for On-Water Hydrothiolation of Terminal Alkynes Using Different Additives and Green Synthesis of Vicinal Dithioethers","authors":"B. Basu, Kinkar Biswas, S. Kundu, Debasish Sengupta","doi":"10.1155/2014/358932","DOIUrl":"https://doi.org/10.1155/2014/358932","url":null,"abstract":"On-water hydrothiolation reaction between terminal alkyne and thiol has been probed in the presence of various additives. Aromatic alkynes yield corresponding 1-alkenyl sulfides, whereas aliphatic alkynes undergo double-addition yielding vicinal disulfides in good to excellent yields. Formation of 1-alkenyl sulfides proceeds with a high degree of regioselectivity (via anti-Markovnikov addition), and switching the stereoselectivity between E/Z isomers has been noticeably realized in the presence of different additives/promoters.","PeriodicalId":19688,"journal":{"name":"Organic Chemistry International","volume":"87 10 1","pages":"1-6"},"PeriodicalIF":0.0,"publicationDate":"2014-02-13","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"87687811","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}
Substituted 2-amino-4-aryl-7-hydroxy-4H-chromene-3-carbonitriles (6), 2-amino-4-aryl-4H-benzo[h]chromene-3-carbonitriles (7), and 3-amino-1-aryl-1H-benzo[f]chromenes-2-carbonitriles (8) were prepared, in good yields, via one-pot three-component reactions of aromatic aldehydes (1), malononitrile (2), and resorcinol (3) or α-naphthol (4) or β-naphthol (5) in refluxing ethanol or water in the presence of Rochelle salt as novel green heterogeneous and reusable catalyst.
{"title":"Green Chemistry: New Synthesis of Substituted Chromenes and Benzochromenes via Three-Component Reaction Utilizing Rochelle Salt as Novel Green Catalyst","authors":"A. El-Maghraby","doi":"10.1155/2014/715091","DOIUrl":"https://doi.org/10.1155/2014/715091","url":null,"abstract":"Substituted 2-amino-4-aryl-7-hydroxy-4H-chromene-3-carbonitriles (6), 2-amino-4-aryl-4H-benzo[h]chromene-3-carbonitriles (7), and 3-amino-1-aryl-1H-benzo[f]chromenes-2-carbonitriles (8) were prepared, in good yields, via one-pot three-component reactions of aromatic aldehydes (1), malononitrile (2), and resorcinol (3) or α-naphthol (4) or β-naphthol (5) in refluxing ethanol or water in the presence of Rochelle salt as novel green heterogeneous and reusable catalyst.","PeriodicalId":19688,"journal":{"name":"Organic Chemistry International","volume":"24 1","pages":"1-6"},"PeriodicalIF":0.0,"publicationDate":"2014-01-30","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"90942568","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}
An efficient and green method for synthesis of 2,4,5-triarylimidazoles without use of any catalyst or solvent has been developed simply by heating (at 130°C) of mixtures of 1,2-diketone, aromatic aldehyde, and ammonium acetate in 1 : 1 : 3 mole ratio.
{"title":"An Efficient and Green Method for Synthesis of 2,4,5-Triarylimidazoles without Use of Any Solvent, Catalyst, or Solid Surface","authors":"Swati Samanta, Saheli Sarkar, R. Pal, A. Mallik","doi":"10.1155/2013/512074","DOIUrl":"https://doi.org/10.1155/2013/512074","url":null,"abstract":"An efficient and green method for synthesis of 2,4,5-triarylimidazoles without use of any catalyst or solvent has been developed simply by heating (at 130°C) of mixtures of 1,2-diketone, aromatic aldehyde, and ammonium acetate in 1 : 1 : 3 mole ratio.","PeriodicalId":19688,"journal":{"name":"Organic Chemistry International","volume":"17 1","pages":"1-5"},"PeriodicalIF":0.0,"publicationDate":"2013-12-10","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"90429656","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 new pyrazine substituted 1,3,4-thiadiazole derivatives was carried out in good yield by the reaction of pyrazine substituted 1,3,4-thiadiazoles with various sulfonyl chlorides. A chemical structure of all the new compounds was confirmed by 1H NMR and mass spectral data. The new compounds were screened for their anticonvulsant activity against maximal electroshock (MES) seizure method. Rotarod method was employed to determine the neurotoxicity. Few compounds showed significant changes in anticonvulsant activity. The same compounds showed no neurotoxicity at the maximum dose administered (100 mg/kg).
{"title":"Synthesis of Pyrazine Substituted 1,3,4-Thiadiazole Derivatives and Their Anticonvulsant Activity","authors":"K. Harish, K. Mohana, L. Mallesha","doi":"10.1155/2013/631723","DOIUrl":"https://doi.org/10.1155/2013/631723","url":null,"abstract":"The synthesis of new pyrazine substituted 1,3,4-thiadiazole derivatives was carried out in good yield by the reaction of pyrazine substituted 1,3,4-thiadiazoles with various sulfonyl chlorides. A chemical structure of all the new compounds was confirmed by 1H NMR and mass spectral data. The new compounds were screened for their anticonvulsant activity against maximal electroshock (MES) seizure method. Rotarod method was employed to determine the neurotoxicity. Few compounds showed significant changes in anticonvulsant activity. The same compounds showed no neurotoxicity at the maximum dose administered (100 mg/kg).","PeriodicalId":19688,"journal":{"name":"Organic Chemistry International","volume":"39 1","pages":"1-8"},"PeriodicalIF":0.0,"publicationDate":"2013-12-04","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"79404329","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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