One-pot synthesis of 5,5 '-dibromo-2,2 '-dipyridylacetylene and its boronic acid derivative

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dc.contributor.authorJeon, Hyung-Joonko
dc.contributor.authorChoi, Jung-Hoonko
dc.contributor.authorKang, Jeung-Kuko
dc.date.accessioned2013-03-08T16:22:00Z-
dc.date.available2013-03-08T16:22:00Z-
dc.date.created2012-02-06-
dc.date.created2012-02-06-
dc.date.issued2010-12-
dc.identifier.citationTETRAHEDRON LETTERS, v.51, no.48, pp.6243 - 6245-
dc.identifier.issn0040-4039-
dc.identifier.urihttp://hdl.handle.net/10203/93551-
dc.description.abstract5,5'-Dibromo-2,2'-dipyridylacetylene was prepared from 2,5-dibromopyridine and (trimethylsilyl)acetylene via the new one-pot synthesis approach using a regioselective palladium-catalyzed coupling reaction with a 60% yield. Several protocols of lithium-halogen exchange were then attempted to synthesize 6,6'-(1,2-ethynediyl)bis[3-Pyridylboronic acid] from 5,5'-dibromo-2,2'-dipyridylacetylene. The former was successfully obtained with a 54% yield by a reverse addition method using toluene and THF and it showed potential as a useful building block for cross-coupling reactions in the formation of carbon-carbon bonds. (C) 2010 Elsevier Ltd. All rights reserved.-
dc.languageEnglish-
dc.publisherPERGAMON-ELSEVIER SCIENCE LTD-
dc.subjectCROSS-COUPLING REACTIONS-
dc.subjectHALOPYRIDINYLBORONIC ACIDS-
dc.subjectPYRIDYLBORONIC ACIDS-
dc.subjectHETEROARYL HALIDES-
dc.subjectARYLBORONIC ACIDS-
dc.subjectPROTOCOL-
dc.subjectDIARYLACETYLENES-
dc.subjectACETYLENES-
dc.subjectLITHIATION-
dc.subjectCATALYSTS-
dc.titleOne-pot synthesis of 5,5 '-dibromo-2,2 '-dipyridylacetylene and its boronic acid derivative-
dc.typeArticle-
dc.identifier.wosid000284303200009-
dc.identifier.scopusid2-s2.0-78049373677-
dc.type.rimsART-
dc.citation.volume51-
dc.citation.issue48-
dc.citation.beginningpage6243-
dc.citation.endingpage6245-
dc.citation.publicationnameTETRAHEDRON LETTERS-
dc.identifier.doi10.1016/j.tetlet.2010.09.062-
dc.contributor.localauthorKang, Jeung-Ku-
dc.contributor.nonIdAuthorJeon, Hyung-Joon-
dc.type.journalArticleArticle-
dc.subject.keywordAuthor2,5-Dibromopyridine-
dc.subject.keywordAuthor5,5 &apos-
dc.subject.keywordAuthor-Dibromo-2,2 &apos-
dc.subject.keywordAuthor-dipyridylacetylene-
dc.subject.keywordAuthor6,6 &apos-
dc.subject.keywordAuthor-(1,2-Ethynediyl)bis[3-pyridylboronic acid]-
dc.subject.keywordPlusCROSS-COUPLING REACTIONS-
dc.subject.keywordPlusHALOPYRIDINYLBORONIC ACIDS-
dc.subject.keywordPlusPYRIDYLBORONIC ACIDS-
dc.subject.keywordPlusHETEROARYL HALIDES-
dc.subject.keywordPlusARYLBORONIC ACIDS-
dc.subject.keywordPlusPROTOCOL-
dc.subject.keywordPlusDIARYLACETYLENES-
dc.subject.keywordPlusACETYLENES-
dc.subject.keywordPlusLITHIATION-
dc.subject.keywordPlusCATALYSTS-
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