Dataset:
FTIR spectra of Pyrroloquinolones Analogues
FTIR spectra of Pyrroloquinolones Analogues
| dc.contributor.other | Rajput, Santoshkumar | en_US |
| dc.contributor.other | Kumar, Naresh | en_US |
| dc.date.accessioned | 2021-11-26T10:33:15Z | |
| dc.date.available | 2021-11-26T10:33:15Z | |
| dc.date.issued | 2013 | en_US |
| dc.description.abstract | Pyrroloquinolones Analogues were characterised using FTIR spectroscopy. The FTIR spectra were acquired using a Perkin Elmer FTIR instrument equipped with a Universal-ATR accessory where sample are pressed on a diamond crystal. Measurement parameters are contained within the data. | en_US |
| dc.identifier.uri | http://hdl.handle.net/1959.4/004_331 | |
| dc.language | English | |
| dc.language.iso | EN | en_US |
| dc.rights | CC-BY-NC-ND | en_US |
| dc.rights.uri | https://creativecommons.org/licenses/by-nc-nd/3.0/ | en_US |
| dc.subject.other | Pyrroloquinolones Analogues | en_US |
| dc.title | FTIR spectra of Pyrroloquinolones Analogues | en_US |
| dc.type | Dataset | en_US |
| dcterms.accessRights | metadata only access | |
| dcterms.accrualMethod | http://hdl.handle.net/1959.4/004_128 | en_US |
| dcterms.accrualMethod | http://hdl.handle.net/1959.4/004_304 | |
| dcterms.rightsHolder | Copyright 2012, University of New South Wales | en_US |
| dspace.entity.type | Dataset | en_US |
| unsw.accessRights.uri | http://purl.org/coar/access_right/c_14cb | |
| unsw.contributor.leadChiefInvestigator | Moran, Grainne | en_US |
| unsw.contributor.researchDataCreator | Moran, Grainne | en_US |
| unsw.coverage.temporalFrom | 2012-04-26 | en_US |
| unsw.coverage.temporalTo | 2012-04-26 | en_US |
| unsw.description.contact | For access to this data, please contact: Santosh Rajput Analytical Centre Lab 333 University of New South Wales, NSW Australia 2052 Email: santosh8977@gmail.com | en_US |
| unsw.description.storageplace | UNSW Australia, Sydney NSW 2052 | en_US |
| unsw.identifier.doi | https://doi.org/10.26190/unsworks/1348 | |
| unsw.relation.OriginalPublicationAffiliation | Rajput, Santoshkumar, , This record is inactive, as the person is not currently at UNSW., | en_US |
| unsw.relation.OriginalPublicationAffiliation | Kumar, Naresh, School of Chemistry, Faculty of Science, | en_US |
| unsw.relation.OriginalPublicationAffiliation | Moran, Grainne, D PVC Research Infrastruture, Research & Enterprise, | en_US |
| unsw.relation.faculty | Science | |
| unsw.relation.faculty | Other UNSW | |
| unsw.relation.projectDesc | The primary aim of the project was to investigate various methodologies for the synthesis of aza-analogues of isoflavones, or 4-quinolones, and their reduced analogues with an oxygenated pattern that is present in naturally occurring flavonoids. A series of 3-aryl-5,7-dimethoxyquinolin-4-ones was synthesized by the reaction of 3,5-dimethoxyaniline with ?-aryl-?-ketoesters, giving enamino esters which were then converted to the corresponding 4-quinolones by thermal cyclization. The reduced 2,3-dihydroquinolin-4-one analogues were synthesized by the reaction of 3,5-dimethoxyaniline with ?-aryl-?-ketoesters in the presence of sodium cyanoborohydride, followed by amino group protection and ester hydrolysis. The resulting acids were then cyclized and deprotected to give the desired 2,3-dihydroquinolin-4-ones. The previously unreported 4-arylazaisoflavans were synthesized via two approaches. In the first approach, a Grignard reaction was performed on the carbonyl group of the 2,3-dihydroquinolin-4-ones, and the resulting alcohol was dehydrated and hydrogenated to give the fully reduced ring system, with a cis arrangement of substituents. In the other approach, the carbonyl group of 2,3-dihydroquinoline was reduced to an alcohol, which was then reacted with various nucleophiles. This approach gave the corresponding 4-aryl and 4-heteroarylazaisoflavan ring systems with a trans arrangement of substituents. The pyrrolo[3,2,1-ij]quinolin-6-one ring system was synthesized from 4-quinolones. The reaction of ?-bromo-acetophenones with 4-quinolones gave the corresponding quinolinoketones which on acid catalyzed cyclization gave the desired pyrroloquinolin-6-one. Reduction of pyrroloquinolin-6-ones with lithium aluminium hydride yielded the corresponding dihydroquinolin-6-ones. Selective demethylation of the C5-methoxy group in the synthesized 4-quinolones, 2,3-dihydroquinolin-4-ones and pyrroloquinolones was performed using cerium chloride and sodium iodide. Similar reactions with borontribromide gave dihydroxy analogues of 2,3-dihydroquinolin-4-one but was found to only selectively demethylate 4-arylazaisoflavans at C5. Dimethoxyquinolones also underwent Mannich reaction at C8 with primary amines and amino acid esters to give quinazolones. | en_US |
| unsw.relation.projectEndDate | 2012-12-31 | en_US |
| unsw.relation.projectTitle | Synthesis of novel heterocyclic analogues of isoflavones | en_US |
| unsw.relation.school | School of Chemistry | |
| unsw.relation.school | Mark Wainwright Analytical Centre | |
| unsw.subject.fieldofresearchcode | 030101 Analytical Spectrometry | en_US |
| unsw.subject.fieldofresearchcode | 030503 Organic Chemical Synthesis | en_US |