A New Combined Source of "CN" from N,N-Dimethylformamide and Ammonia in the Palladium-Catalyzed Cyanation of Aryl C-H Bonds

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dc.contributor.authorKim, Jin-Hoko
dc.contributor.authorChang, Suk-Bokko
dc.date.accessioned2013-03-08T15:34:45Z-
dc.date.available2013-03-08T15:34:45Z-
dc.date.created2012-02-06-
dc.date.created2012-02-06-
dc.date.issued2010-08-
dc.identifier.citationJOURNAL OF THE AMERICAN CHEMICAL SOCIETY, v.132, no.30, pp.10272 - 10274-
dc.identifier.issn0002-7863-
dc.identifier.urihttp://hdl.handle.net/10203/93433-
dc.description.abstractAn unprecedented protocol for cyanation at arene C-H bonds has been developed by employing N,N-dimethylformamide and ammonia as a combined source for the cyano "CN" unit. Isotopic incorporation experiments revealed that the carbon and nitrogen of the "CN" originate from the N,N-dimethyl moiety of DMF and ammonia, respectively. The present cyanation reaction shows an excellent degree of regioselectivity, producing only monosubstituted nitriles at the less hindered C-H position, and it allows for the preparation of doubly labeled nitrile compounds for the first time.-
dc.languageEnglish-
dc.publisherAMER CHEMICAL SOC-
dc.subjectTRANSITION-METAL-
dc.subjectHALIDES-
dc.subjectFUNCTIONALIZATION-
dc.subjectEFFICIENT-
dc.subjectHALOGEN-
dc.subjectAMINES-
dc.titleA New Combined Source of "CN" from N,N-Dimethylformamide and Ammonia in the Palladium-Catalyzed Cyanation of Aryl C-H Bonds-
dc.typeArticle-
dc.identifier.wosid000280456100023-
dc.identifier.scopusid2-s2.0-77955035169-
dc.type.rimsART-
dc.citation.volume132-
dc.citation.issue30-
dc.citation.beginningpage10272-
dc.citation.endingpage10274-
dc.citation.publicationnameJOURNAL OF THE AMERICAN CHEMICAL SOCIETY-
dc.identifier.doi10.1021/ja104917t-
dc.embargo.liftdate9999-12-31-
dc.embargo.terms9999-12-31-
dc.contributor.localauthorChang, Suk-Bok-
dc.type.journalArticleArticle-
dc.subject.keywordPlusTRANSITION-METAL-
dc.subject.keywordPlusHALIDES-
dc.subject.keywordPlusFUNCTIONALIZATION-
dc.subject.keywordPlusEFFICIENT-
dc.subject.keywordPlusHALOGEN-
dc.subject.keywordPlusAMINES-
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