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dc.contributor.authorIoannidou, Heraklidia A.en
dc.contributor.authorKoutentis, Panayiotis Andreasen
dc.creatorIoannidou, Heraklidia A.en
dc.creatorKoutentis, Panayiotis Andreasen
dc.date.accessioned2019-11-21T06:19:25Z
dc.date.available2019-11-21T06:19:25Z
dc.date.issued2011
dc.identifier.urihttp://gnosis.library.ucy.ac.cy/handle/7/55562
dc.description.abstract3,5-Dibromoisothiazole-4-carbonitrile 1 treated with Zn or In dust (5 equiv) and HCO2H undergoes regioselective hydrodebromination to give 3-bromoisothiazole-4-carbonitrile 3 in 70-74% yield. Similarly, 5-bromo and iodo 3-chloroisothiazole-4-carbonitriles 8 and 9 give 3-chloroisothiazole-4- carbonitrile 4 in 77 and 85% yields, respectively. Also hydrodeamination of 5-amino-3-chloroisothiazole-4-carbonitrile 7 using isoamyl nitrite gives the latter in 95% yield. The dibromoisothiazole 1 reacts with Zn dust in either DCO2D or HCO2D to give 3-bromo-5-deuterioisothiazole-4- carbonitrile 10 in 71 and 58% yields, respectively. The 3-bromoisothiazole 3 reacts with cyclic dialkylamines to give the corresponding 2- (dialkylaminomethylene)-malononitriles and not the expected 3- dialkylaminoisothiazole-4-carbonitriles. Finally, the 3-bromoisothiazole 3 is readily converted into both 3-bromoisothiazole-4-carboxamide 19 and the carboxylic acid 20. All products are fully characterized. © 2011 Published by Elsevier Ltd.en
dc.sourceTetrahedronen
dc.source.urihttps://www.scopus.com/inward/record.uri?eid=2-s2.0-79955017129&doi=10.1016%2fj.tet.2011.03.065&partnerID=40&md5=5a6ad4548e033f134680a61d99ec10e2
dc.subjectarticleen
dc.subjectpriority journalen
dc.subjectunclassified drugen
dc.subjectnitrileen
dc.subjectsynthesisen
dc.subjectchemical structureen
dc.subjectchemical reactionen
dc.subjectmass spectrometryen
dc.subjectzincen
dc.subjecthalogenen
dc.subjectgas chromatographyen
dc.subject3 bromo 5 deuterioisothiazole 4 carbonitrileen
dc.subject3 bromoisothiazole 4 carbonitrileen
dc.subject3 bromoisothiazole 4 carboxamideen
dc.subject3 bromoisothiazole 4 carboxylic aciden
dc.subject3 haloisothiazole 4 carbonitrileen
dc.subject3,5 dibromoisothiazole 4 carbonitrileen
dc.subjectdeaminationen
dc.subjectdehalogenationen
dc.subjecthydrodehalogenationen
dc.subjectindiumen
dc.subjectisothiazole derivativeen
dc.titleRegioselective hydrodehalogenation of 3,5-dihaloisothiazole-4- carbonitriles: Synthesis of 3-haloisothiazole-4-carbonitrilesen
dc.typeinfo:eu-repo/semantics/article
dc.identifier.doi10.1016/j.tet.2011.03.065
dc.description.volume67
dc.description.issue19
dc.description.startingpage3348
dc.description.endingpage3354
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 :8</p>en
dc.source.abbreviationTetrahedronen
dc.contributor.orcidKoutentis, Panayiotis Andreas [0000-0002-4652-7567]
dc.gnosis.orcid0000-0002-4652-7567


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