Show simple item record

Three-step synthesis of ethyl canthinone-3-carboxylates from ethyl 4-bromo-6-methoxy-1,5-naphthyridine-3-carboxylate via a Pd-catalyzed Suzuki-Miyaura coupling and a Cu-catalyzed amidation reaction

dc.contributor.authorIoannidou, Heraklidia A.en
dc.contributor.authorMartin, A.en
dc.contributor.authorGollner, A.en
dc.contributor.authorKoutentis, Panayiotis Andreasen
dc.creatorIoannidou, Heraklidia A.en
dc.creatorMartin, A.en
dc.creatorGollner, A.en
dc.creatorKoutentis, Panayiotis Andreasen
dc.date.accessioned2019-11-21T06:19:26Z
dc.date.available2019-11-21T06:19:26Z
dc.date.issued2011
dc.identifier.urihttp://gnosis.library.ucy.ac.cy/handle/7/55567
dc.description.abstractEthyl canthin-6-one-1-carboxylate (1b) and nine analogues 1c-k were prepared from readily prepared ethyl 4-bromo-6-methoxy-1,5-naphthyridine-3- carboxylate (2b) via a three-step non-classical approach that focused on construction of the central pyrrole (ring B) using Pd-catalyzed Suzuki-Miyaura coupling followed by Cu-catalyzed C-N coupling. Furthermore, treatment of the ethyl canthinone-1-carboxylate 1b with NaOH in DCM/MeOH (9:1) gave the canthin-6-one-1-carboxylic acid (6) in high yield. All compounds are fully characterized. © 2011 American Chemical Society.en
dc.sourceJournal of Organic Chemistryen
dc.source.urihttps://www.scopus.com/inward/record.uri?eid=2-s2.0-79958824179&doi=10.1021%2fjo200824b&partnerID=40&md5=6abe4ce84c63006d39e8ea164535a914
dc.subjectarticleen
dc.subjectunclassified drugen
dc.subjectSynthesis (chemical)en
dc.subjectsynthesisen
dc.subjectcopperen
dc.subjectchemical reactionen
dc.subjectreaction analysisen
dc.subjectCarboxylic acidsen
dc.subjectCatalysisen
dc.subjectHigh yielden
dc.subjectpalladiumen
dc.subjectMolecular Structureen
dc.subjectHydrolysisen
dc.subjectSuzuki-Miyaura couplingen
dc.subjectCarboxylationen
dc.subjectNaphthyridinesen
dc.subjectSuzuki reactionen
dc.subjectamidationen
dc.subjectAmidation reactionen
dc.subjectAminationen
dc.subjectBromine Compoundsen
dc.subjectC-N couplingen
dc.subjectcanthin 6 one 1 carboxylic aciden
dc.subjectcarboxylic acid derivativeen
dc.subjectethyl 4 bromo 6 methoxy 1,5 naphthyridine 3 carboxylateen
dc.subjectethyl canthinone 3 carboxylateen
dc.subjectThree-step synthesisen
dc.titleThree-step synthesis of ethyl canthinone-3-carboxylates from ethyl 4-bromo-6-methoxy-1,5-naphthyridine-3-carboxylate via a Pd-catalyzed Suzuki-Miyaura coupling and a Cu-catalyzed amidation reactionen
dc.typeinfo:eu-repo/semantics/article
dc.identifier.doi10.1021/jo200824b
dc.description.volume76
dc.description.issue12
dc.description.startingpage5113
dc.description.endingpage5122
dc.author.faculty002 Σχολή Θετικών και Εφαρμοσμένων Επιστημών / Faculty of Pure and Applied Sciences
dc.author.departmentΤμήμα Χημείας / Department of Chemistry
dc.type.uhtypeArticleen
dc.description.notes<p>Cited By :20</p>en
dc.source.abbreviationJ.Org.Chem.en
dc.contributor.orcidKoutentis, Panayiotis Andreas [0000-0002-4652-7567]
dc.gnosis.orcid0000-0002-4652-7567


Files in this item

FilesSizeFormatView

There are no files associated with this item.

This item appears in the following Collection(s)

Show simple item record