1,3-diphenylbenzo[e][1,2,4]triazin-7(1H)-one: Selected chemistry at the C-6, C-7 and C-8 positions
dc.contributor.author | Koutentis, Panayiotis Andreas | en |
dc.contributor.author | Krassos, H. | en |
dc.contributor.author | Lo Re, D. | en |
dc.creator | Koutentis, Panayiotis Andreas | en |
dc.creator | Krassos, H. | en |
dc.creator | Lo Re, D. | en |
dc.date.accessioned | 2019-11-21T06:20:32Z | |
dc.date.available | 2019-11-21T06:20:32Z | |
dc.date.issued | 2011 | |
dc.identifier.issn | 1477-0520 | |
dc.identifier.uri | http://gnosis.library.ucy.ac.cy/handle/7/55725 | |
dc.description.abstract | 1,3-Diphenylbenzo[e][1,2,4]triazin-7(1H)-one (6) reacts with tetracyanoethylene (TCNE) or tetracyanoethylene oxide (TCNEO) to give the deep green 2-[1,3-diphenylbenzo[e][1,2,4]triazin-7(1H)-ylidene]propanedinitrile (11) in 17 and 15% yields, respectively. Nucleophiles such as amines, alkoxides, thiols and Grignard reagents all reacted with the 1,3-diphenylbenzotriazinone 6 regioselectively at C-6, while halogenating agents reacted exclusively at C-8. Furthermore, 8-iodo-1,3-diphenylbenzo[e][1,2,4]triazin-7(1H)-one (32) undergoes palladium-catalysed Suzuki-Miyaura and Stille coupling reactions to give 8-aryl- or heteroaryl-substituted benzotriazinones. By combining both the C-6 and C-8 chemistries 1,3,6,8-tetraphenylbenzo[e][1,2,4]triazin-7(1H)-one (42) and 1,3-diphenyl-6,8-di(thien-2-yl)-benzo[e][1,2,4]triazin-7(1H)-one (43) can be prepared. All new compounds are fully characterized. © The Royal Society of Chemistry 2011. | en |
dc.source | Organic and Biomolecular Chemistry | en |
dc.source.uri | https://www.scopus.com/inward/record.uri?eid=2-s2.0-79959784308&doi=10.1039%2fc1ob05410d&partnerID=40&md5=1411317c28d6954fbb3363e00a05f19e | |
dc.subject | Chemical reactions | en |
dc.subject | Palladium | en |
dc.subject | Chemical bonds | en |
dc.subject | Human echovirus 1 | en |
dc.subject | Alkoxides | en |
dc.subject | Grignard reagent | en |
dc.subject | Nucleophiles | en |
dc.subject | Propanedinitrile | en |
dc.subject | Stille coupling reaction | en |
dc.subject | Suzuki-Miyaura | en |
dc.subject | Tetracyanoethylene | en |
dc.title | 1,3-diphenylbenzo[e][1,2,4]triazin-7(1H)-one: Selected chemistry at the C-6, C-7 and C-8 positions | en |
dc.type | info:eu-repo/semantics/article | |
dc.identifier.doi | 10.1039/c1ob05410d | |
dc.description.volume | 9 | |
dc.description.issue | 14 | |
dc.description.startingpage | 5228 | |
dc.description.endingpage | 5237 | |
dc.author.faculty | 002 Σχολή Θετικών και Εφαρμοσμένων Επιστημών / Faculty of Pure and Applied Sciences | |
dc.author.department | Τμήμα Χημείας / Department of Chemistry | |
dc.type.uhtype | Article | en |
dc.description.notes | <p>Cited By :11</p> | en |
dc.source.abbreviation | Org.Biomol.Chem. | en |
dc.contributor.orcid | Koutentis, Panayiotis Andreas [0000-0002-4652-7567] | |
dc.gnosis.orcid | 0000-0002-4652-7567 |
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