Please use this identifier to cite or link to this item: http://localhost:8081/xmlui/handle/123456789/6545
Title: SYNTHESIS AND CHARACTERIZATION OF 2-(SUBSTITUTED ARYL)-3, 3a-DIHYDRO-8H-PYRAZOLO [5,1'-a] ISOINDOL-8-.ONES VIA CHALCONE BASED N-FORMYL-PYRAZOLINES
Authors: Dev, Dharm
Keywords: CHEMISTRY;CHALCONE;N-FORMYL-PYRAZOLINES;TRIFLUOROACETIC ACID
Issue Date: 2011
Abstract: N-formyl-pyrazoline is the central intermediate in the biogenesis of naturally occurring pyrazoloisoindole derivatives and a useful material in the laboratory synthesis. These derivatives (N-formyl-pyrazoline and pyrazoloisoindoles) were displayed many interesting biological properties, such as hypoglycemic, antimicrobial, amoebicidal, antibacterial, antipyretic, and analgesic activities. An alternate synthetic approach of 2-(substituted aryl)-3,3a-dihydro-8H-pyrazolo [5,1-a] isoindol-8-ones via chalcone based N-formyl-pyrazolines is described. N-formyl-pyrazolines (lb-15b) were prepared in excellent yield (81-96%) by the reaction of chalcones (la-15a) with hydrazine hydrate in presence of formic acid, which undergoes intramolecular Friedal-Craft acylation in the presence of trifluoroacetic acid (TFA) as a catalyst to afford functionalized 2-(substituted phenyl)-3,3a-dihydro-8H-pyrazolo[5,1--a]isoindol-8-one (3c-15c) in good to excellent yield (74-94%) at refluxed in acetonitrile. Our synthetic route avoids expensive reagents and significantly improved the yield.
URI: http://hdl.handle.net/123456789/6545
Other Identifiers: M.Tech
Research Supervisor/ Guide: Ahmed, Naseem
metadata.dc.type: M.Tech Dessertation
Appears in Collections:MASTERS' DISSERTATIONS (Chemical Engg)

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