Synthesis and properties of imidazolo-fused benzotriazinyl radicals
dc.contributor.author | Berezin, Andrey A. | en |
dc.contributor.author | Constantinides, Christos P. | en |
dc.contributor.author | Mirallai, Styliana I. | en |
dc.contributor.author | Manoli, Maria | en |
dc.contributor.author | Cao, Levy L. | en |
dc.contributor.author | Rawson, J. M. | en |
dc.contributor.author | Koutentis, Panayiotis Andreas | en |
dc.creator | Berezin, Andrey A. | en |
dc.creator | Constantinides, Christos P. | en |
dc.creator | Mirallai, Styliana I. | en |
dc.creator | Manoli, Maria | en |
dc.creator | Cao, Levy L. | en |
dc.creator | Rawson, J. M. | en |
dc.creator | Koutentis, Panayiotis Andreas | en |
dc.date.accessioned | 2019-11-21T06:16:51Z | |
dc.date.available | 2019-11-21T06:16:51Z | |
dc.date.issued | 2013 | |
dc.identifier.issn | 1477-0520 | |
dc.identifier.uri | http://gnosis.library.ucy.ac.cy/handle/7/55289 | |
dc.description.abstract | 1,3-Diphenylbenzo[e][1,2,4]triazin-7(1H)-one, the oxidation product of 1,3-diphenyl-1,4-dihydro-1,2,4-benzotriazin-4-yl (Blatter's radical), reacts with N′-arylbenzamidines in PhMe at ca. 100 °C in the presence of N,N-diisopropylethylamine (Hünig's base) (1 equiv.) to give N′-aryl-N-(1,7-dihydro-7-oxo-1,3-diphenylbenzo[e][1,2,4]triazin-6-yl) benzimidamides in 49-95% yield. In neat AcOH heated at ca. 120 °C, N′-aryl-N-(1,7-dihydro-7-oxo-1,3-diphenylbenzo[e][1,2,4]triazin-6-yl) benzimidamides cyclodehydrate to give the novel 8-substituted 1,3,7-triphenyl-4,8-dihydro-1H-imidazo[4,5-g][1,2,4]benzotriazin-4-yls in 13-81% yield. During the optimization of this cyclodehydration an additional oxazole fused benzotriazinyl radical 1,3,7-triphenyl-1,4-dihydro[1,3]oxazolo[4,5-g][1,2, 4]benzotriazin-4-yl was isolated as a side product and characterized. The CV and EPR data of the imidazolo- and oxazolo-fused radicals are presented as well as single crystal X-ray structures of 1,3,7-triphenyl-1,4-dihydro-[1,3]oxazolo[4,5- g][1,2,4]benzotriazin-4-yl and 1,3,7,8-tetraphenyl-4,8-dihydro-1H-imidazo[4,5-g] [1,2,4]benzotriazin-4-yl. © 2013 The Royal Society of Chemistry. | en |
dc.source | Organic and Biomolecular Chemistry | en |
dc.source.uri | https://www.scopus.com/inward/record.uri?eid=2-s2.0-84884486840&doi=10.1039%2fc3ob41169a&partnerID=40&md5=1165e2da8cd634a8f5fbe87f697ab4d4 | |
dc.subject | Oxazoles | en |
dc.subject | Positive ions | en |
dc.subject | Benzotriazinyl radical | en |
dc.subject | Chemistry | en |
dc.subject | Cyclo dehydrations | en |
dc.subject | Oxidation products | en |
dc.subject | Side products | en |
dc.subject | Single crystal x-ray structures | en |
dc.title | Synthesis and properties of imidazolo-fused benzotriazinyl radicals | en |
dc.type | info:eu-repo/semantics/article | |
dc.identifier.doi | 10.1039/c3ob41169a | |
dc.description.volume | 11 | |
dc.description.issue | 39 | |
dc.description.startingpage | 6780 | |
dc.description.endingpage | 6795 | |
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 :16</p> | en |
dc.source.abbreviation | Org.Biomol.Chem. | en |
dc.contributor.orcid | Koutentis, Panayiotis Andreas [0000-0002-4652-7567] | |
dc.contributor.orcid | Constantinides, Christos P. [0000-0001-6364-1102] | |
dc.contributor.orcid | Mirallai, Styliana I. [0000-0002-8195-8741] | |
dc.gnosis.orcid | 0000-0002-4652-7567 | |
dc.gnosis.orcid | 0000-0001-6364-1102 | |
dc.gnosis.orcid | 0000-0002-8195-8741 |
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