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Organic Reactions Catalyzed By Meglumine

Posted on:2017-02-17Degree:MasterType:Thesis
Country:ChinaCandidate:X T LiFull Text:PDF
GTID:2271330482980399Subject:Organic Chemistry
Abstract/Summary:PDF Full Text Request
The development of simple, efficient, environmentally benign and economically viable processes in organic synthesis is in great demand. Such reactions reduce the consumption of solvent, catalyst, and energy, thereby allowing a minimization of waste, cost, and lobor compared to the corresponding series of individual reactions. These reactions hold the possibility for convenient, safe, atom-economic, high-yielding, and environmentally benign procedures and reduce generation of chemical waste. On the other hand, catalysts based on biodegradable materials such as chitosan, starch, cellulose, xanthan, polysaccharides, and eggshell have received much attention.Because of the advantages of high catalytic efficiency, nontoxic nature, low cost, and easy cycling, meglumine has also been receiving more and more attentions. We wished to report meglumine as a biodegradable catalyst for one-pot synthesis of pyrazolopyranopyrimidines via a four-component reaction of ethyl acetoacetate, hydrazine hydrate, aromatic aldehydes and barbituric acid in water at ambient temperature. The procedure offers several advantages including the use of biodegradable and inexpensive catalyst, high to excellent yields, green solvents, short reaction time, and simple work-up procedure, which make it a useful and attractive strategy in synthetic organic chemistry.Due to the importance of these frameworks,. attempts were made to construct pyrazolylcoumarins via one-pot, three-component coupling(TCC) reaction of salicylaldehyde, 4-hydroxy-6-methyl-2H-pyran-2-one and hydrazine using meglumine as a biodegradable catalyst. Environmental acceptablity, economic viability, short reaction time, high yields, and cleaner reaction profiles are important features of this protocol.The carbon–nitrogen double bond is an important functional group. These have also shown a broad range of biological properties such as antiplatelet aggregation, insecticidal, antimicrobial activities. Generally we used meglumine as a biodegradable catalyst for synthesis of a class of hydrazone compounds via a two-component reaction of carbonyl compounds and phenylhydrazines in aqueous-ethanol solution at room temperture. This methodology provides a mild, fast and environment-friendly route to structurally diverse hydrazones in good to excellent yields.
Keywords/Search Tags:meglumine, pyrazolopyranopyrimidines, pyrazolylcoumarins, hydrazones
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