Copper-Catalyzed Reaction of alpha-Aryldiazoesters with Terminal Alkynes: A Formal [3+2] Cycloaddition Route Leading to Indene Derivatives

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dc.contributor.authorPark, Eun-Juko
dc.contributor.authorKim, Seok-Hwanko
dc.contributor.authorChang, Suk-Bokko
dc.date.accessioned2013-03-07T08:48:37Z-
dc.date.available2013-03-07T08:48:37Z-
dc.date.created2012-02-06-
dc.date.created2012-02-06-
dc.date.issued2008-12-
dc.identifier.citationJOURNAL OF THE AMERICAN CHEMICAL SOCIETY, v.130, no.51, pp.17268 - 17268-
dc.identifier.issn0002-7863-
dc.identifier.urihttp://hdl.handle.net/10203/89822-
dc.description.abstractIt was discovered that Cu(lPr)Cl-catalyzed reaction of terminal alkynes with alpha-aryldiazoacetates provides indene derivatives, formal [3 + 2] cycloaddition adducts. Excellent regio- and chemoselectivity were observed to afford either 3H- or 1 H-indene esters depending on the reaction conditions employed. The reaction is proposed to proceed via tandem processes: alkyne insertion into copper-carbenoid, intramolecular electrophilic attack on the aromatic ring, and then isomerization.-
dc.languageEnglish-
dc.publisherAMER CHEMICAL SOC-
dc.subjectASYMMETRIC-SYNTHESIS-
dc.subjectINSERTION REACTIONS-
dc.subjectDIAZOCARBONYL COMPOUNDS-
dc.subjectHETEROCYCLIC CARBENE-
dc.subjectCARBONYL-COMPOUNDS-
dc.subjectDIAZO KETONES-
dc.subjectFUNCTIONALIZATION-
dc.subjectCYCLOPROPENATION-
dc.subjectCYCLOPENTENES-
dc.subjectREDUCTION-
dc.titleCopper-Catalyzed Reaction of alpha-Aryldiazoesters with Terminal Alkynes: A Formal [3+2] Cycloaddition Route Leading to Indene Derivatives-
dc.typeArticle-
dc.identifier.wosid000263320600032-
dc.identifier.scopusid2-s2.0-67849132887-
dc.type.rimsART-
dc.citation.volume130-
dc.citation.issue51-
dc.citation.beginningpage17268-
dc.citation.endingpage17268-
dc.citation.publicationnameJOURNAL OF THE AMERICAN CHEMICAL SOCIETY-
dc.identifier.doi10.1021/ja808080h-
dc.embargo.liftdate9999-12-31-
dc.embargo.terms9999-12-31-
dc.contributor.localauthorChang, Suk-Bok-
dc.contributor.nonIdAuthorPark, Eun-Ju-
dc.type.journalArticleArticle-
dc.subject.keywordPlusASYMMETRIC-SYNTHESIS-
dc.subject.keywordPlusINSERTION REACTIONS-
dc.subject.keywordPlusDIAZOCARBONYL COMPOUNDS-
dc.subject.keywordPlusHETEROCYCLIC CARBENE-
dc.subject.keywordPlusCARBONYL-COMPOUNDS-
dc.subject.keywordPlusDIAZO KETONES-
dc.subject.keywordPlusFUNCTIONALIZATION-
dc.subject.keywordPlusCYCLOPROPENATION-
dc.subject.keywordPlusCYCLOPENTENES-
dc.subject.keywordPlusREDUCTION-
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