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dc.contributor.authorBerezin, Andrey A.en
dc.contributor.authorZissimou, Georgia A.en
dc.contributor.authorConstantinides, Christos P.en
dc.contributor.authorBeldjoudi, Yassineen
dc.contributor.authorRawson, J. M.en
dc.contributor.authorKoutentis, Panayiotis Andreasen
dc.creatorBerezin, Andrey A.en
dc.creatorZissimou, Georgia A.en
dc.creatorConstantinides, Christos P.en
dc.creatorBeldjoudi, Yassineen
dc.creatorRawson, J. M.en
dc.creatorKoutentis, Panayiotis Andreasen
dc.date.accessioned2019-11-21T06:16:52Z
dc.date.available2019-11-21T06:16:52Z
dc.date.issued2014
dc.identifier.urihttp://gnosis.library.ucy.ac.cy/handle/7/55297
dc.description.abstractA two-step route to 1,3-disubstituted benzo- and pyrido-fused 1,2,4-triazinyl radicals is presented. The route involves the N′-(2-nitroarylation) of easily prepared N′-(het)arylhydrazides via nucleophilic aromatic substitution of 1-halo-2-nitroarenes, which in most cases gives N′-(het)aryl-N′-[2-nitro(het)aryl]hydrazides in good yields. Mild reduction of the nitro group followed by an acid-mediated cyclodehydration gives the fused triazines, which upon alkali treatment afford the desired radicals. Fifteen examples of radicals are presented bearing a range of substituents at N-1, C-3, and C-7, including the pyrid-2-yl and 8-aza analogues. This route to the N′-(het)aryl-N′-[2-nitro(het)aryl]hydrazides, which works well with benzo- and picolinohydrazides, required a modification for aceto- and trifluoroacetohydrazides that involved a multistep synthesis of asymmetrically 1,1-diaryl-substituted hydrazines. © 2013 American Chemical Society.en
dc.sourceJournal of Organic Chemistryen
dc.source.urihttps://www.scopus.com/inward/record.uri?eid=2-s2.0-84891697810&doi=10.1021%2fjo402481t&partnerID=40&md5=29bdd4213f3159863e22dc352d6f4816
dc.subjectarticleen
dc.subjectdehydrationen
dc.subjectChemistryen
dc.subjectOrganic compoundsen
dc.subjectCyclo dehydrationsen
dc.subjectAlkali treatmenten
dc.subjectarylationen
dc.subjecthydrazide derivativeen
dc.subjectMulti-stepen
dc.subjectNitro groupen
dc.subjectNucleophilic aromatic substitutionen
dc.subjectnucleophilicityen
dc.subjectradicalen
dc.subjectreductionen
dc.subjectsubstitution reactionen
dc.titleRoute to benzo- and pyrido-fused 1,2,4-triazinyl radicals via N ′-(Het)aryl- N ′-[2-nitro(het)aryl]hydrazidesen
dc.typeinfo:eu-repo/semantics/article
dc.identifier.doi10.1021/jo402481t
dc.description.volume79
dc.description.issue1
dc.description.startingpage314
dc.description.endingpage327
dc.author.faculty002 Σχολή Θετικών και Εφαρμοσμένων Επιστημών / Faculty of Pure and Applied Sciences
dc.author.departmentΤμήμα Χημείας / Department of Chemistry
dc.type.uhtypeArticleen
dc.description.notes<p>Cited By :21</p>en
dc.source.abbreviationJ.Org.Chem.en
dc.contributor.orcidKoutentis, Panayiotis Andreas [0000-0002-4652-7567]
dc.contributor.orcidConstantinides, Christos P. [0000-0001-6364-1102]
dc.contributor.orcidZissimou, Georgia A. [0000-0003-4821-9469]
dc.gnosis.orcid0000-0002-4652-7567
dc.gnosis.orcid0000-0001-6364-1102
dc.gnosis.orcid0000-0003-4821-9469


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