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dc.contributor.authorHeaney, Frances
dc.contributor.authorLawless, Elaine
dc.contributor.authorMahon, Mary
dc.contributor.authorMcArdle, Patrick
dc.contributor.authorCunningham, Desmond
dc.date.accessioned2018-08-24T08:25:06Z
dc.date.available2018-08-24T08:25:06Z
dc.date.issued2006-01-01
dc.identifier.citationHeaney, Frances; Lawless, Elaine; Mahon, Mary; McArdle, Patrick; Cunningham, Desmond (2006). 1,3-dipolar character of 2-vinyl quinazoline 3-oxides; first and second generation cycloaddition products. Organic & Biomolecular Chemistry 4 (12), 2408-2416
dc.identifier.issn1477-0520,1477-0539
dc.identifier.urihttp://hdl.handle.net/10379/9285
dc.description.abstractThe reaction between the heteroaromatic N-oxides 1a, 1b and 1c with dimethyl acetylenedicarboxylate or methyl propiolate furnishes 1,3-benzodiazepines, the products of ring transformations of primarily formed cycloadducts. The structures of 8a and 10a have been confirmed by X-ray crystallographic analysis. The aldonitrone 1c also reacts with N-methylmaleimide and with phenyl vinyl sulfone to furnish the first examples of primary cycloaddition products from quinazoline 3-oxides.
dc.publisherRoyal Society of Chemistry (RSC)
dc.relation.ispartofOrganic & Biomolecular Chemistry
dc.subjectdipolar derivatives
dc.subjectaddition reactions
dc.subjectn-oxides
dc.subject1,3-benzodiazepines
dc.subjectdienophiles
dc.subjectseries
dc.title1,3-dipolar character of 2-vinyl quinazoline 3-oxides; first and second generation cycloaddition products
dc.typeArticle
dc.identifier.doi10.1039/b602423h
dc.local.publishedsourcehttp://eprints.maynoothuniversity.ie/7963/1/FH-Character-2006.pdf
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