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dc.contributor.authorKalogirou, Andreas S.en
dc.contributor.authorMichaelidou, Sophia S.en
dc.contributor.authorKoyioni, Maria G.en
dc.contributor.authorKoutentis, Panayiotis Andreasen
dc.creatorKalogirou, Andreas S.en
dc.creatorMichaelidou, Sophia S.en
dc.creatorKoyioni, Maria G.en
dc.creatorKoutentis, Panayiotis Andreasen
dc.date.accessioned2019-11-21T06:19:43Z
dc.date.available2019-11-21T06:19:43Z
dc.date.issued2015
dc.identifier.urihttp://gnosis.library.ucy.ac.cy/handle/7/55633
dc.description.abstractAbstract The cyclisation reactions of 2-(4-chloro-5H-1,2,3-dithiazol-5-ylidene-amino)phenol (5a), 3-(4-chloro-5H-1,2,3-dithiazol-5-ylideneamino)pyridin-2-ol (5b) and 2-(4-chloro-5H-1,2,3-dithiazol-5-ylideneamino)pyridin-3-ol (5c) are investigated. Thermolysis in hot PhCl (132 °C) or under solvent free conditions at ca. 200 °C gave benzo[d]oxazole-2-carbonitrile (4a), oxazolo[5,4-b]pyridine-2-carbonitrile (4b) and oxazolo[4,5-b]pyridine-2-carbonitrile (4c) in high yields, while treatment with either NaH in dry THF at 66 °C or with i-Pr2NEt in DCM at 20 °C gave benzo[b][1,2,3]dithiazolo[5,4-e][1,4]oxazine (6a), [1,2,3]dithiazolo[5,4-e]pyrido[2,3-b][1,4]oxazine (6b) and oxazolo[4,5-b]pyridine (4c), respectively. The transformation of benzoxazine 6a and the pyridoxazine 6b into the corresponding oxazoles 4a and 4b was also investigated, and tentative mechanistic pathways for these transformations are proposed. © 2014 Elsevier Ltd.en
dc.sourceTetrahedronen
dc.source.urihttps://www.scopus.com/inward/record.uri?eid=2-s2.0-84939271204&doi=10.1016%2fj.tet.2014.12.046&partnerID=40&md5=212771e1613948bb0d99012c254b234f
dc.subjectpriority journalen
dc.subjectunclassified drugen
dc.subjectArticleen
dc.subjectOxazolesen
dc.subjectlysisen
dc.subjectdrug synthesisen
dc.subjectnuclear magnetic resonance spectroscopyen
dc.subjectheatingen
dc.subjectultraviolet spectroscopyen
dc.subjectproton nuclear magnetic resonanceen
dc.subjectnitrogenen
dc.subjectthermostabilityen
dc.subjectcyclizationen
dc.subjectmass spectrometryen
dc.subjectthiazole derivativeen
dc.subjectThermolysisen
dc.subjectdifferential scanning calorimetryen
dc.subjectHuman echovirus 1en
dc.subjectRing transformationsen
dc.subjectSulfur-nitrogen heterocyclesen
dc.subject[1,2,3]dithiazolo[5,4 e]pyrido[2,3 b][1,4]oxazineen
dc.subject2 (4 chloro 5h 1,2,3 dithiazol 5 ylidene amino)phenolen
dc.subject2 (4 chloro 5h 1,2,3 dithiazol 5 ylideneamino)phenolen
dc.subject2 (4 chloro 5h 1,2,3 dithiazol 5 ylideneamino)pyridin 3 olen
dc.subject2 hydroxy (4 chloro 5h 1,2,3 dithiazol 5 ylideneamino)areneen
dc.subject3 (4 chloro 5h 1,2,3 dithiazol 5 ylideneamino)pyridin 2 olen
dc.subjectbenzo[b][1,2,3]dithiazolo[5,4 e][1,4]oxazineen
dc.subjectbenzo[d]oxazole 2 carbonitrileen
dc.subjectelectrophilicityen
dc.subjectFused heterocyclesen
dc.subjectnitric acid derivativeen
dc.subjectoxazine derivativeen
dc.subjectOxazinesen
dc.subjectoxazole derivativeen
dc.subjectoxazolo[4,5 b]pyridine 2 carbonitrileen
dc.subjectoxazolo[5,4 b]pyridine 2 carbonitrileen
dc.subjectpolycyclic aromatic hydrocarbon derivativeen
dc.titleRing transformations of 2-hydroxy-(4-chloro-5H-1,2,3-dithiazol-5-ylideneamino)arenesen
dc.typeinfo:eu-repo/semantics/article
dc.identifier.doi10.1016/j.tet.2014.12.046
dc.description.volume71
dc.description.issue39
dc.description.startingpage7181
dc.description.endingpage7190
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 :1</p>en
dc.source.abbreviationTetrahedronen
dc.contributor.orcidKoutentis, Panayiotis Andreas [0000-0002-4652-7567]
dc.contributor.orcidKoyioni, Maria [0000-0002-2786-7523]
dc.contributor.orcidKalogirou, Andreas S. [0000-0002-5476-5805]
dc.gnosis.orcid0000-0002-4652-7567
dc.gnosis.orcid0000-0002-2786-7523
dc.gnosis.orcid0000-0002-5476-5805


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