dc.contributor.author | Ioannidou, Heraklidia A. | en |
dc.contributor.author | Koutentis, Panayiotis Andreas | en |
dc.creator | Ioannidou, Heraklidia A. | en |
dc.creator | Koutentis, Panayiotis Andreas | en |
dc.date.accessioned | 2019-11-21T06:19:25Z | |
dc.date.available | 2019-11-21T06:19:25Z | |
dc.date.issued | 2011 | |
dc.identifier.uri | http://gnosis.library.ucy.ac.cy/handle/7/55562 | |
dc.description.abstract | 3,5-Dibromoisothiazole-4-carbonitrile 1 treated with Zn or In dust (5 equiv) and HCO2H undergoes regioselective hydrodebromination to give 3-bromoisothiazole-4-carbonitrile 3 in 70-74% yield. Similarly, 5-bromo and iodo 3-chloroisothiazole-4-carbonitriles 8 and 9 give 3-chloroisothiazole-4- carbonitrile 4 in 77 and 85% yields, respectively. Also hydrodeamination of 5-amino-3-chloroisothiazole-4-carbonitrile 7 using isoamyl nitrite gives the latter in 95% yield. The dibromoisothiazole 1 reacts with Zn dust in either DCO2D or HCO2D to give 3-bromo-5-deuterioisothiazole-4- carbonitrile 10 in 71 and 58% yields, respectively. The 3-bromoisothiazole 3 reacts with cyclic dialkylamines to give the corresponding 2- (dialkylaminomethylene)-malononitriles and not the expected 3- dialkylaminoisothiazole-4-carbonitriles. Finally, the 3-bromoisothiazole 3 is readily converted into both 3-bromoisothiazole-4-carboxamide 19 and the carboxylic acid 20. All products are fully characterized. © 2011 Published by Elsevier Ltd. | en |
dc.source | Tetrahedron | en |
dc.source.uri | https://www.scopus.com/inward/record.uri?eid=2-s2.0-79955017129&doi=10.1016%2fj.tet.2011.03.065&partnerID=40&md5=5a6ad4548e033f134680a61d99ec10e2 | |
dc.subject | article | en |
dc.subject | priority journal | en |
dc.subject | unclassified drug | en |
dc.subject | nitrile | en |
dc.subject | synthesis | en |
dc.subject | chemical structure | en |
dc.subject | chemical reaction | en |
dc.subject | mass spectrometry | en |
dc.subject | zinc | en |
dc.subject | halogen | en |
dc.subject | gas chromatography | en |
dc.subject | 3 bromo 5 deuterioisothiazole 4 carbonitrile | en |
dc.subject | 3 bromoisothiazole 4 carbonitrile | en |
dc.subject | 3 bromoisothiazole 4 carboxamide | en |
dc.subject | 3 bromoisothiazole 4 carboxylic acid | en |
dc.subject | 3 haloisothiazole 4 carbonitrile | en |
dc.subject | 3,5 dibromoisothiazole 4 carbonitrile | en |
dc.subject | deamination | en |
dc.subject | dehalogenation | en |
dc.subject | hydrodehalogenation | en |
dc.subject | indium | en |
dc.subject | isothiazole derivative | en |
dc.title | Regioselective hydrodehalogenation of 3,5-dihaloisothiazole-4- carbonitriles: Synthesis of 3-haloisothiazole-4-carbonitriles | en |
dc.type | info:eu-repo/semantics/article | |
dc.identifier.doi | 10.1016/j.tet.2011.03.065 | |
dc.description.volume | 67 | |
dc.description.issue | 19 | |
dc.description.startingpage | 3348 | |
dc.description.endingpage | 3354 | |
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 :8</p> | en |
dc.source.abbreviation | Tetrahedron | en |
dc.contributor.orcid | Koutentis, Panayiotis Andreas [0000-0002-4652-7567] | |
dc.gnosis.orcid | 0000-0002-4652-7567 | |