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Vilsmeier Haack Adducts as Effective Reagents for Regioselective Nitration of Aromatic Compounds under Conventional and Non-Conventional Conditions 被引量:2
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作者 kamatala chinna rajanna Mukka Satish Kumar +2 位作者 Purugula Venkanna Soma Ramgopal Marri Venkateswarlu 《International Journal of Organic Chemistry》 2011年第4期250-256,共7页
Nitration of aromatic Compounds is triggered by Vilsmeier-Haack reagent (DMF/POCl3) or (DMF/SOCl2) in the presence of KNO3 or NaNO2 under conventional and non-conventional conditions. The reactions af- forded correspo... Nitration of aromatic Compounds is triggered by Vilsmeier-Haack reagent (DMF/POCl3) or (DMF/SOCl2) in the presence of KNO3 or NaNO2 under conventional and non-conventional conditions. The reactions af- forded corresponding Nitro derivatives in very good yield with high regioselectivity. The results obtained in non-conventional methods (Micro wave irradiation, Grinding, Sonication) are comparable with those ob- tained under conventional conditions, but the reaction times of former conditions are substantially shorter than that of the latter. 展开更多
关键词 NITRATION KNO3 or NaNO2 Vilsmeier-Haack REAGENT Microwave Irradiation (MWI) Grinding Sonication
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Mortar-Pestle and Microwave Assisted Regioselective Nitration of Aromatic Compounds in Presence of Certain Group V and VI Metal Salts under Solvent Free Conditions 被引量:1
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作者 Sariah Sana Kancharla Rajendar Reddy +2 位作者 kamatala chinna rajanna Marri Venkateswarlu Mir Moazzam Ali 《International Journal of Organic Chemistry》 2012年第3期233-247,共15页
Solvent – free Mortar-pestle (grinding) and microwave-assisted nitration reactions (MWANR’s) underwent smoothly in the presence of group V and VI metal salts with high regio-selectivity for anilides, moderately- and... Solvent – free Mortar-pestle (grinding) and microwave-assisted nitration reactions (MWANR’s) underwent smoothly in the presence of group V and VI metal salts with high regio-selectivity for anilides, moderately- and non-activated aro-matic compounds. The reactions were conducted under solvent-free conditions, which afforded good to excellent yields. The observed reaction times in MW assisted conditions are in the range of only few minutes. 展开更多
关键词 NITRATION Mortar-Pestle Microwave-Assisted NITRATION Ammonium MOLYBDATE Potassium CHROMATE So-dium TUNGSTATE Bismuth Nitrate Sodium BISMUTHATE
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Poly Ethylene Glycols as Efficient Media for the Synthesis of <i>β</i>-Nitro Styrenes from <i>α</i>, <i>β</i>-Unsaturated Carboxylic Acids and Metal Nitrates under Conventional and Non-Conventional Conditions
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作者 kamatala chinna rajanna Kola Ramesh +3 位作者 Soma Ramgopal Somannagari Shylaja Pochampally Giridhar Reddy Pondichery Kuppuswamy Saiprakash 《Green and Sustainable Chemistry》 2011年第4期132-148,共17页
Poly ethylene glycols (PEG-200, 400, 600, 4000 and 6000) supported reactions were conducted with certain α, β-unsaturated acids in presence of metal nitrates under solvent free (solid state) and mineral acid free co... Poly ethylene glycols (PEG-200, 400, 600, 4000 and 6000) supported reactions were conducted with certain α, β-unsaturated acids in presence of metal nitrates under solvent free (solid state) and mineral acid free conditions. The reactants were ground in a mortar with a pestle for about 30 minutes. The aromatic acids underwent nitro decarboxylation and afforded β-nitro styrene derivatives in very good yield while α, β-unsaturated aliphatic carboxylic acids gave corresponding nitro derivatives. Addition of PEG accelerated rate of the reaction enormously. Reaction times substantially decreased from several hours to few minutes followed by highly significant increase in the product yield. Among the several PEGs PEG-300 has been found to be much more effective than other PEGs. 展开更多
关键词 Poly Ethylene Glycols (PEG) Rate Accelerations α β-Unsaturated ACIDS Metal Nitrates Solvent Free (Solid State) β-Nitro Styrene DERIVATIVES β-Unsaturated Aliphatic ACIDS NITRO DERIVATIVES
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Environmentally Benign Electrophilic Halogenation of Naphthalenes by H<sub>2</sub>O<sub>2</sub>—Alkali Metal Halides in An Aqueous Cationic Micellar Media
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作者 Kancharla Rajendar Reddy Sariah Sana +2 位作者 Kusampally Uppalaiah kamatala chinna rajanna Puppala Veerasomaiah 《International Journal of Organic Chemistry》 2012年第3期254-261,共8页
An efficient and greener protocol for the synthesis of 1-halo-naphthols by the action of hydrogen peroxide and alkali metal halides in aqueous micellar media is been described in the present work. This is an environme... An efficient and greener protocol for the synthesis of 1-halo-naphthols by the action of hydrogen peroxide and alkali metal halides in aqueous micellar media is been described in the present work. This is an environmentally clean and safe procedure, which involved insitu generation of the active halogen in presence of alkali halides. Cationic surfactants such as cetyltrimethylammoniumbromide (CTAB) and cetyltrimethylammoniumchloride (CTAC) were found to facilitate efficiency of halogenation in aqueous media. 展开更多
关键词 Green Chemistry HALOGENATION Synthesis 1-halo-naphthols Alkali Metal Halides 2-Naphthols AQUEOUS Micellar Media CTAB (Cetyl Trimethyl AMMONIUM Bromide) CTAC (Cetyl Trimethyl AMMONIUM Chloride)
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Poly Ethylene Glycols (PEG) and Micelles as Efficient Catalysts for the Oxidation of Xanthine Derivatives under Conventional and Non-Conventional Conditions
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作者 Somannagari Shylaja Kola Ramesh +2 位作者 Pochampally Giridhar Reddy kamatala chinna rajanna Pondichery Kuppuswamy Saiprakash 《International Journal of Organic Chemistry》 2011年第4期148-157,共10页
Oxidation of Xanthine alkaloid have been studied with various one and two electron oxidizing agents using PEGs and micelle forming surfactants. The reaction is too sluggish in solution phase, but moderately fast in pr... Oxidation of Xanthine alkaloid have been studied with various one and two electron oxidizing agents using PEGs and micelle forming surfactants. The reaction is too sluggish in solution phase, but moderately fast in presence of PEGs and micelles. However, the reactions are dramatically enhanced under microwave irradiations. Present protocol has several advantages, such as solvent-free conditions, during work-up, fast reaction times, high yields, eco-friendly operational and experimental simplicity, readily available additives as catalysts. 展开更多
关键词 OXIDATION XANTHINE Alkaloids One And Two Electron Oxidizing Agents POLY Ethylene GLYCOLS (PEG) Micelle Forming Surfactants Catalysts Microwave Irradiations
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Ultrasonically Assisted Regioselective Nitration of Aromatic Compounds in Presence of Certain Group V and VI Metal Salts
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作者 Sariah Sana kamatala chinna rajanna +4 位作者 Kancharla Rajendar Reddy Muddam Bhooshan Marri Venkateswarlu Mukka Satish Kumar Kusampally Uppalaiah 《Green and Sustainable Chemistry》 2012年第3期97-111,共15页
Ultrasonically assisted nitration reactions (USANR) with anilides, moderately activated and non-activated aromatic compounds underwent smoothly and afforded good yields of products with high regio selectivity. Observe... Ultrasonically assisted nitration reactions (USANR) with anilides, moderately activated and non-activated aromatic compounds underwent smoothly and afforded good yields of products with high regio selectivity. Observed longer reaction times (6 - 8 hrs.) in metal catalyzed reactions reduced to (1 - 2 hrs.) under sonication. When ortho position is blocked para derivatives are obtained, and ortho nitro products are obtained when para position is blocked. In case of USANR of aromatic carbonyl and related compounds the effect of sonication is much more effective. The reactions could be completed only in few minutes. 展开更多
关键词 Ultrasonically ASSISTED REGIOSELECTIVE NITRATION GROUP V and VI Metal SALTS Reduction in Reaction Times
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Rate Enhancements in the Acetylation and Benzoylation of Certain Aromatic Compounds with Vilsmeier-Haack Reagents Using Acetamide, Benzamide and Oxychlorides under Non-Conventional Conditions
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作者 Marri Venkateswarlu kamatala chinna rajanna +3 位作者 Mukka Satish Kumar Utkoor Umesh Kumar Soma Ramgopal Pondichery Kuppuswamy Saiprakash 《International Journal of Organic Chemistry》 2011年第4期233-241,共9页
Acetylation and benzoylation reactions of certain aromatic aldehydes, ketones with Vilsmeier-Haack Re- agents using Acetamide and Oxychloride (SOCl2 or POCl3) under conventional (thermal) and non conven- tional [micro... Acetylation and benzoylation reactions of certain aromatic aldehydes, ketones with Vilsmeier-Haack Re- agents using Acetamide and Oxychloride (SOCl2 or POCl3) under conventional (thermal) and non conven- tional [microwave irradiated (MIR), ultrasonic assisted and solvent free mortar pestle (grinding)] conditions. Reactions afforded good to excellent yields of products with both the VH reagents, reaction times were fairly less in the case of [amide/POCl3] than those of [amide/SOCl2] reagent. Reactions are dramatically acceler- ated in under sonicated and microwave irradiations with a trend: MIR (few seconds) >> Sonication (minutes) > Grinding (min) >> thermal (several hrs). 展开更多
关键词 ACETYLATION BENZOYLATION Vilsmeier-Haack REAGENT (VHR) ACETAMIDE BENZAMIDE Micro Wave Irradiation Grinding Sonication
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Environmentally Benign Synthetic Protocol for O-Alkylation of <i>β</i>-Naphthols and Hydroxy Pyridines in Aqueous Micellar Media
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作者 Kancharla Rajendar Reddy kamatala chinna rajanna +2 位作者 Soma Ramgopal Mukka Satish Kumar Sariah Sana 《Green and Sustainable Chemistry》 2012年第4期123-132,共10页
Ultrasonic and microwave-assisted practical methods have been developed for the O-alkylation of aryl (β-naphthols) and Heteroaryl (hydroxy pyridines) in aqueous surfactant media in good to excellent yields. The devel... Ultrasonic and microwave-assisted practical methods have been developed for the O-alkylation of aryl (β-naphthols) and Heteroaryl (hydroxy pyridines) in aqueous surfactant media in good to excellent yields. The developed methods are simple, efficient, economical and environmentally safe. Our novel methods describe a set of green methods to Wil-liamson synthesis. 展开更多
关键词 Ultrasonically ASSISTED Microwave ASSISTED Green Chemistry Micelles β-Naphthols Heteroaryl HYDROXY Compounds Alcohols
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Ultrasonically Assisted Synthesis of Aromatic Sulfonic Acids under Vilsmeier Haack Conditions in Acetonitrile Medium
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作者 kamatala chinna rajanna Purugula Venkanna +1 位作者 Mukka Satish Kumar Soma Ram Gopal 《International Journal of Organic Chemistry》 2012年第4期336-340,共5页
Sulfonation of aromatic compounds (Phenols, Anilines) is triggered by Vilsmeier Haack (VH) reagent (DMF/POCl3) or (DMF/SOCl2) in the presence of NaHSO3 under Sonication and conventional stirred conditions at room temp... Sulfonation of aromatic compounds (Phenols, Anilines) is triggered by Vilsmeier Haack (VH) reagent (DMF/POCl3) or (DMF/SOCl2) in the presence of NaHSO3 under Sonication and conventional stirred conditions at room temperature. The reactions afforded corresponding Sulfonic acid derivatives in very good yields. The results obtained under Sonication were enhanced when compared with the yields of the conventional method. 展开更多
关键词 Vilsmeier Haack (VH) REAGENT SULFONATION NAHSO3 Sonication AROMATIC COMPOUNDS
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