dc.contributor.author | Christoforou, Irene C. | en |
dc.contributor.author | Koutentis, Panayiotis Andreas | en |
dc.creator | Christoforou, Irene C. | en |
dc.creator | Koutentis, Panayiotis Andreas | en |
dc.date.accessioned | 2019-11-21T06:17:20Z | |
dc.date.available | 2019-11-21T06:17:20Z | |
dc.date.issued | 2006 | |
dc.identifier.issn | 1477-0520 | |
dc.identifier.uri | http://gnosis.library.ucy.ac.cy/handle/7/55326 | |
dc.description.abstract | Regioselective palladium catalysed coupling reactions are achieved in good to high yields, starting from either 3,5-dichloro- or 3,5-dibromoisothiazole-4-carbonitriles 1 and 2, providing 3-halo-5-(hetero/aryl, alkenyl and alkynyl)isothiazoles 3, 4, 6-9 from Stille couplings, 3-halo-5-(hetero/arylethynyl)isothiazoles 14-19 from Sonogashira and 5,5′-bi(3-chloroisothiazole-4-carbonitrile) (13) from an Ullmann type coupling. 3,5-Dibromoisothiazole-4-carbonitrile 2 is more reactive than the dichloroisothiazole-4-carbonitrile 1 and effective enough for Stille, Negishi and Sonogashira couplings. 5,5-Bi(3-chloroisothiazole-4-carbonitrile) (13) is prepared by a palladium catalysed Ullmann coupling from 3-chloro-5-iodoisothiazole-4-carbonitrile (11). A variety of 3-substituted isothiazoles (3-substituents = Cl, Br, OMs, OTs and OTf) are less reactive and fail to give successful Suzuki couplings at the isothiazole C-3 position. The 3-iodo-5-phenyl-isothiazole-4-carbonitrile (28), prepared via Sandmeyer iodination, participates successfully in Suzuki, Ullmann type, Stille, Negishi and Sonogashira coupling reactions. All products are fully characterized. © The Royal Society of Chemistry 2006. | en |
dc.source | Organic and Biomolecular Chemistry | en |
dc.source.uri | https://www.scopus.com/inward/record.uri?eid=2-s2.0-33748959384&doi=10.1039%2fb607442a&partnerID=40&md5=76fc984cd80a165feab45681c83e0e7d | |
dc.subject | methodology | en |
dc.subject | article | en |
dc.subject | chemistry | en |
dc.subject | Synthesis (chemical) | en |
dc.subject | synthesis | en |
dc.subject | Reaction kinetics | en |
dc.subject | Iodine | en |
dc.subject | temperature | en |
dc.subject | Palladium | en |
dc.subject | Catalysis | en |
dc.subject | Organic compounds | en |
dc.subject | thiazole derivative | en |
dc.subject | C-C coupling chemistry | en |
dc.subject | Chemistry, Organic | en |
dc.subject | organic chemistry | en |
dc.subject | Palladium catalysed Ullmann coupling | en |
dc.subject | Regiospecific isothiazoles | en |
dc.subject | Sandmeyer iodination | en |
dc.subject | stereoisomerism | en |
dc.subject | Thiazoles | en |
dc.title | New regiospecific isothiazole C-C coupling chemistry | en |
dc.type | info:eu-repo/semantics/article | |
dc.identifier.doi | 10.1039/b607442a | |
dc.description.volume | 4 | |
dc.description.issue | 19 | |
dc.description.startingpage | 3681 | |
dc.description.endingpage | 3693 | |
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 :23</p> | en |
dc.source.abbreviation | Org.Biomol.Chem. | en |
dc.contributor.orcid | Koutentis, Panayiotis Andreas [0000-0002-4652-7567] | |
dc.contributor.orcid | Christoforou, Irene C. [0000-0001-6624-3548] | |
dc.gnosis.orcid | 0000-0002-4652-7567 | |
dc.gnosis.orcid | 0000-0001-6624-3548 | |