dc.contributor.author | Kalogirou, Andreas S. | en |
dc.contributor.author | Koutentis, Panayiotis Andreas | en |
dc.creator | Kalogirou, Andreas S. | en |
dc.creator | Koutentis, Panayiotis Andreas | en |
dc.date.accessioned | 2019-11-21T06:19:41Z | |
dc.date.available | 2019-11-21T06:19:41Z | |
dc.date.issued | 2014 | |
dc.identifier.uri | http://gnosis.library.ucy.ac.cy/handle/7/55623 | |
dc.description.abstract | The base-free TiCl4-mediated condensation of 3,5-disubstituted-4H-1,2,6-thiadiazin-4-ones 8 with malononitrile affords 20 difficult to access (3,5-disubstituted-4H-1,2,6-thiadiazin-4-ylidene)malononitriles 7. The reaction tolerates 3,5-diaryl, diphenoxy, dimethoxy and diphenylthio substituted thiadiazinones, but not diamino, monohydroxy or dihalo substituents. Nevertheless, asymmetrically substituted 3-halo-5-phenyl- and 3-chloro-5-methoxy-4H-1,2,6-thiadiazin-4-ones convert into the corresponding ylidenemalononitriles in good yield. Furthermore, the condensation works well with ethyl cyanoacetate and diethyl malonate, but not with Meldrum's acid, dimedone or nitromethane. Finally, 2-(3-chloro-5-phenyl-4H-1,2,6-thiadiazin-4-ylidene)malononitrile (7q) reacts with aniline to give 4,7-diphenyl-6-(phenylimino)-6,7-dihydropyrrolo[2,3-c][1,2,6]thiadiazine-5-carbonitrile (12) in moderate yield demonstrating the potential use of these ylidenes to prepare novel 6-5 fused 4H-1,2,6-thiadiazines. © 2014 Elsevier Ltd. All rights reserved. | en |
dc.source | Tetrahedron | en |
dc.source.uri | https://www.scopus.com/inward/record.uri?eid=2-s2.0-84922612284&doi=10.1016%2fj.tet.2014.09.008&partnerID=40&md5=3dfe62336f3471dffbf6defde8bc9d66 | |
dc.subject | priority journal | en |
dc.subject | unclassified drug | en |
dc.subject | Article | en |
dc.subject | synthesis | en |
dc.subject | polymerization | en |
dc.subject | cyclization | en |
dc.subject | Heterocycle | en |
dc.subject | Thiadiazines | en |
dc.subject | hydrolysis | en |
dc.subject | carbene | en |
dc.subject | reaction time | en |
dc.subject | 2 (4h 1,2,6 thiadiazin 4 ylidene)malononitrile | en |
dc.subject | 5,5 dimethyl 1,3 cyclohexanedione | en |
dc.subject | aniline | en |
dc.subject | Condensation reaction | en |
dc.subject | decarboxylation | en |
dc.subject | Lewis acid | en |
dc.subject | malononitrile | en |
dc.subject | microwave irradiation | en |
dc.subject | nitromethane | en |
dc.subject | Sulfur-nitrogen heteroarenes | en |
dc.subject | Ylidenes | en |
dc.title | Synthesis of 2-(4H-1,2,6-thiadiazin-4-ylidene)malononitriles | en |
dc.type | info:eu-repo/semantics/article | |
dc.identifier.doi | 10.1016/j.tet.2014.09.008 | |
dc.description.volume | 70 | |
dc.description.issue | 44 | |
dc.description.startingpage | 8334 | |
dc.description.endingpage | 8342 | |
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 | Tetrahedron | en |
dc.contributor.orcid | Koutentis, Panayiotis Andreas [0000-0002-4652-7567] | |
dc.contributor.orcid | Kalogirou, Andreas S. [0000-0002-5476-5805] | |
dc.gnosis.orcid | 0000-0002-4652-7567 | |
dc.gnosis.orcid | 0000-0002-5476-5805 | |