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Studies On Reactions Of 5-Hydroxy-1-aryl-pyrrolidin-2-one And 5-Hydroxy-1-arypyrrol-2-ones With Dicarbonyls

Posted on:2012-07-17Degree:MasterType:Thesis
Country:ChinaCandidate:X R WangFull Text:PDF
GTID:2131330335970343Subject:Organic Chemistry
Abstract/Summary:PDF Full Text Request
The focus of this thesis is the studies on the reaction of 5-hydroxy-1-arylpyrrolidin-2-ones or 5-hydroxy-l-phenylpyrrol-2-ones with dicarbonyl to form pyrrolo[1,2-α]quinolin-1-ones or 5-(2-acylmethylene)pyrrolidin-2-ones.Charpter 1, Introduced the precursor synthesis of N-acyliminium ions, another focus on the reaction of N-acyliminium ions(five-member-ring, six-member-ring, seven-member-ring)with nucleophiles under the influence of acid to form corresponding adducts. Also related to stereochemical outcome and application of synthesis.Charpter 2, Introduced the reaction of 5-hydroxy-l-phenylpyrrolidin-2-one with 1,3-dicar-bonyl compounds such as benzoyl acetone, acetylacetone, ethyl acetoacetate in a one-pot two step reaction catalyzed by H3PO4/P2O5 to form pyrrolo[1,2-α]quinolin-l-ones derivatives. However, the reaction of 1.3-dicarbonyls with 5-hydroxy-l-phenylpyrrol-2-ones to form 5-(2-acylmethylene)pyrrolidin-2-ones derivatives in the presence of acid.
Keywords/Search Tags:N-acyliminium ion, 1,3-dicarbonyl compounds, 5-hydroxy-1-phenyl-pyrrolidin-2-one, cyclodehydration, pyrrolo[1,2-a]quinolin-1-ones
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