Ring contraction of 1,3-diphenylbenzo[1,2,4]triazinyl radicals to 1,2-diphenylbenzimidazoles
dc.contributor.author | Berezin, Andrey A. | en |
dc.contributor.author | Koutentis, Panayiotis Andreas | en |
dc.creator | Berezin, Andrey A. | 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 | 2014 | |
dc.identifier.issn | 1477-0520 | |
dc.identifier.uri | http://gnosis.library.ucy.ac.cy/handle/7/55291 | |
dc.description.abstract | Reductive ring contraction of 1,3-diphenyl-1,4-dihydrobenzo[e][1,2,4] triazin-4-yls (Blatter's radicals) using zinc powder (2 equiv.) in acetic acid heated to ca. 118 °C gives 1,2-diphenylbenzimidazoles in high yield. 1,3-Diphenylbenzo[e][1,2,4]triazin-7(1H)-one and the zwitterionic tetraphenylhexaazaanthracene (TPHA) also undergo reductive ring contractions to give 1,2-diphenylbenzimidaz-6-ol and 1,2,6,7-tetraphenyl-1,7-dihydrobenzo[1,2-d: 4,5-d′]diimidazole, respectively. By using less zinc, the incomplete reduction of TPHA gave the stable organic radical 1,3,7,8-tetraphenyl-4,8- dihydro-1H-imidazo[4,5-g][1,2,4]benzotriazin-1-yl. Imidazolo-, oxazolo- and thiazolo-fused 1,2,4-benzotriazinyls all undergo zinc mediated ring contractions to give imidazolo-, oxazolo- and thiazolo-fused benzimidazoles in excellent yields. © The Royal Society of Chemistry 2014. | en |
dc.source | Organic and Biomolecular Chemistry | en |
dc.source.uri | https://www.scopus.com/inward/record.uri?eid=2-s2.0-84893912719&doi=10.1039%2fc3ob42130a&partnerID=40&md5=6356138dc8277319c98d79bc0379b095 | |
dc.subject | Positive ions | en |
dc.subject | Zinc | en |
dc.subject | High yield | en |
dc.subject | Chemistry | en |
dc.subject | Benzimidazoles | en |
dc.subject | Ring contraction | en |
dc.subject | Stable organic radicals | en |
dc.subject | Zinc powder | en |
dc.title | Ring contraction of 1,3-diphenylbenzo[1,2,4]triazinyl radicals to 1,2-diphenylbenzimidazoles | en |
dc.type | info:eu-repo/semantics/article | |
dc.identifier.doi | 10.1039/c3ob42130a | |
dc.description.volume | 12 | |
dc.description.issue | 10 | |
dc.description.startingpage | 1641 | |
dc.description.endingpage | 1648 | |
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 :4</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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