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Studies On The Synthesis Of Isoindolo[2,1-a]-quinolin-11-one And Pyrazolo[3,4-b]pyridine

Posted on:2007-01-11Degree:MasterType:Thesis
Country:ChinaCandidate:A R ZhengFull Text:PDF
GTID:2121360182993984Subject:Organic Chemistry
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This thesis concerns on two firstly found independent research works during my recently three years. One is a facile synthesis of isoindolo[2,1-a]quinolin-11-one via [4+2] reactions of N-acyliminium intermediates with olefins, the other is a new one-pot and convenient synthesis of multi-substituted pyrazolo[3,4-b]pyridines.Chapter 1, reviews the styles, reaction mechanism, reactivity of N-acyliminium, its precursors' synthesis, experimental conditions, kinetic and thermodynamic control of N-acyliminium and its various kinds of reactions , especially cyclizations.Chapter 2, Respectively describes the recent development in synthesizing pyrazolo[3,4-b]pyridine, pyrazolo[4,3-c] pyridine and pyrazolo[1,5-a] pyridine.Chapter 3, states a facile synthesis of isoindolo[2,1-a]quinolin-11-one to attain new molecules of this family via [4+2] reaction of N-acyliminium cation, produced from 2,3-dihydro-3-hydroxy-2-aryiisoindol-1-one, in the presence of with olefins in moderate to good yields at ambient temperature.Chapter 4, introduces a new one-pot and convenient reaction of 5-azido-1-phenylpyrazole-4-carboxaldehydes with acetophenones, acetone, acetylacetone, benzoylacetone, cyclopentane, cyclohexanone, dimedone and 1-tetralone in solution of ethanolic KOH to attain multi-substituted pyrazolo[3,4-b]pyridines in moderate to high yields.
Keywords/Search Tags:Isoindolo[2,1-a]-quinolin-11-one
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