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dc.contributor.authorBillingsley, Kelvin L.
dc.contributor.authorBuchwald, Stephen Leffler
dc.contributor.authorDufert, M. Alexander
dc.date.accessioned2015-02-12T18:41:05Z
dc.date.available2015-02-12T18:41:05Z
dc.date.issued2013-08
dc.date.submitted2013-06
dc.identifier.issn0002-7863
dc.identifier.issn1520-5126
dc.identifier.urihttp://hdl.handle.net/1721.1/94501
dc.description.abstractThe Suzuki-Miyaura cross-coupling of unprotected, nitrogen-rich heterocycles using precatalysts P1 or P2 is reported. The procedure allows for the reaction of variously substituted indazole, benzimidazole, pyrazole, indole, oxindole, and azaindole halides under mild conditions in good to excellent yields. Additionally, the mechanism behind the inhibitory effect of unprotected azoles on Pd-catalyzed cross-coupling reactions is described based on evidence gained through experimental, crystallographic, and theoretical investigations.en_US
dc.description.sponsorshipNational Institutes of Health (U.S.) (Award GM46059)en_US
dc.description.sponsorshipGerman Science Foundation (Postdoctoral Fellowship)en_US
dc.language.isoen_US
dc.publisherAmerican Chemical Society (ACS)en_US
dc.relation.isversionofhttp://dx.doi.org/10.1021/ja4064469en_US
dc.rightsArticle is made available in accordance with the publisher's policy and may be subject to US copyright law. Please refer to the publisher's site for terms of use.en_US
dc.sourcePMCen_US
dc.titleSuzuki-Miyaura Cross-Coupling of Unprotected, Nitrogen-Rich Heterocycles: Substrate Scope and Mechanistic Investigationen_US
dc.typeArticleen_US
dc.identifier.citationDüfert, M. Alexander, Kelvin L. Billingsley, and Stephen L. Buchwald. “Suzuki-Miyaura Cross-Coupling of Unprotected, Nitrogen-Rich Heterocycles: Substrate Scope and Mechanistic Investigation.” Journal of the American Chemical Society 135, no. 34 (August 28, 2013): 12877–12885.en_US
dc.contributor.departmentMassachusetts Institute of Technology. Department of Chemistryen_US
dc.contributor.mitauthorBuchwald, Stephen Leffleren_US
dc.contributor.mitauthorBillingsley, Kelvin L.en_US
dc.contributor.mitauthorDufert, M. Alexanderen_US
dc.relation.journalJournal of the American Chemical Societyen_US
dc.eprint.versionAuthor's final manuscripten_US
dc.type.urihttp://purl.org/eprint/type/JournalArticleen_US
eprint.statushttp://purl.org/eprint/status/PeerRevieweden_US
dspace.orderedauthorsDüfert, M. Alexander; Billingsley, Kelvin L.; Buchwald, Stephen L.en_US
dc.identifier.orcidhttps://orcid.org/0000-0003-3875-4775
mit.licensePUBLISHER_POLICYen_US
mit.metadata.statusComplete


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