dc.contributor.author | Berezin, Andrey A. | en |
dc.contributor.author | Zissimou, Georgia A. | en |
dc.contributor.author | Constantinides, Christos P. | en |
dc.contributor.author | Beldjoudi, Yassine | en |
dc.contributor.author | Rawson, J. M. | en |
dc.contributor.author | Koutentis, Panayiotis Andreas | en |
dc.creator | Berezin, Andrey A. | en |
dc.creator | Zissimou, Georgia A. | en |
dc.creator | Constantinides, Christos P. | en |
dc.creator | Beldjoudi, Yassine | en |
dc.creator | Rawson, J. M. | en |
dc.creator | Koutentis, Panayiotis Andreas | en |
dc.date.accessioned | 2019-11-21T06:16:52Z | |
dc.date.available | 2019-11-21T06:16:52Z | |
dc.date.issued | 2014 | |
dc.identifier.uri | http://gnosis.library.ucy.ac.cy/handle/7/55297 | |
dc.description.abstract | A two-step route to 1,3-disubstituted benzo- and pyrido-fused 1,2,4-triazinyl radicals is presented. The route involves the N′-(2-nitroarylation) of easily prepared N′-(het)arylhydrazides via nucleophilic aromatic substitution of 1-halo-2-nitroarenes, which in most cases gives N′-(het)aryl-N′-[2-nitro(het)aryl]hydrazides in good yields. Mild reduction of the nitro group followed by an acid-mediated cyclodehydration gives the fused triazines, which upon alkali treatment afford the desired radicals. Fifteen examples of radicals are presented bearing a range of substituents at N-1, C-3, and C-7, including the pyrid-2-yl and 8-aza analogues. This route to the N′-(het)aryl-N′-[2-nitro(het)aryl]hydrazides, which works well with benzo- and picolinohydrazides, required a modification for aceto- and trifluoroacetohydrazides that involved a multistep synthesis of asymmetrically 1,1-diaryl-substituted hydrazines. © 2013 American Chemical Society. | en |
dc.source | Journal of Organic Chemistry | en |
dc.source.uri | https://www.scopus.com/inward/record.uri?eid=2-s2.0-84891697810&doi=10.1021%2fjo402481t&partnerID=40&md5=29bdd4213f3159863e22dc352d6f4816 | |
dc.subject | article | en |
dc.subject | dehydration | en |
dc.subject | Chemistry | en |
dc.subject | Organic compounds | en |
dc.subject | Cyclo dehydrations | en |
dc.subject | Alkali treatment | en |
dc.subject | arylation | en |
dc.subject | hydrazide derivative | en |
dc.subject | Multi-step | en |
dc.subject | Nitro group | en |
dc.subject | Nucleophilic aromatic substitution | en |
dc.subject | nucleophilicity | en |
dc.subject | radical | en |
dc.subject | reduction | en |
dc.subject | substitution reaction | en |
dc.title | Route to benzo- and pyrido-fused 1,2,4-triazinyl radicals via N ′-(Het)aryl- N ′-[2-nitro(het)aryl]hydrazides | en |
dc.type | info:eu-repo/semantics/article | |
dc.identifier.doi | 10.1021/jo402481t | |
dc.description.volume | 79 | |
dc.description.issue | 1 | |
dc.description.startingpage | 314 | |
dc.description.endingpage | 327 | |
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 :21</p> | en |
dc.source.abbreviation | J.Org.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 | Zissimou, Georgia A. [0000-0003-4821-9469] | |
dc.gnosis.orcid | 0000-0002-4652-7567 | |
dc.gnosis.orcid | 0000-0001-6364-1102 | |
dc.gnosis.orcid | 0000-0003-4821-9469 | |