| dc.contributor.author | Billingsley, Kelvin L. | |
| dc.contributor.author | Buchwald, Stephen Leffler | |
| dc.contributor.author | Dufert, M. Alexander | |
| dc.date.accessioned | 2015-02-12T18:41:05Z | |
| dc.date.available | 2015-02-12T18:41:05Z | |
| dc.date.issued | 2013-08 | |
| dc.date.submitted | 2013-06 | |
| dc.identifier.issn | 0002-7863 | |
| dc.identifier.issn | 1520-5126 | |
| dc.identifier.uri | http://hdl.handle.net/1721.1/94501 | |
| dc.description.abstract | The 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.sponsorship | National Institutes of Health (U.S.) (Award GM46059) | en_US |
| dc.description.sponsorship | German Science Foundation (Postdoctoral Fellowship) | en_US |
| dc.language.iso | en_US | |
| dc.publisher | American Chemical Society (ACS) | en_US |
| dc.relation.isversionof | http://dx.doi.org/10.1021/ja4064469 | en_US |
| dc.rights | Article 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.source | PMC | en_US |
| dc.title | Suzuki-Miyaura Cross-Coupling of Unprotected, Nitrogen-Rich Heterocycles: Substrate Scope and Mechanistic Investigation | en_US |
| dc.type | Article | en_US |
| dc.identifier.citation | Düfert, 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.department | Massachusetts Institute of Technology. Department of Chemistry | en_US |
| dc.contributor.mitauthor | Buchwald, Stephen Leffler | en_US |
| dc.contributor.mitauthor | Billingsley, Kelvin L. | en_US |
| dc.contributor.mitauthor | Dufert, M. Alexander | en_US |
| dc.relation.journal | Journal of the American Chemical Society | en_US |
| dc.eprint.version | Author's final manuscript | en_US |
| dc.type.uri | http://purl.org/eprint/type/JournalArticle | en_US |
| eprint.status | http://purl.org/eprint/status/PeerReviewed | en_US |
| dspace.orderedauthors | Düfert, M. Alexander; Billingsley, Kelvin L.; Buchwald, Stephen L. | en_US |
| dc.identifier.orcid | https://orcid.org/0000-0003-3875-4775 | |
| mit.license | PUBLISHER_POLICY | en_US |
| mit.metadata.status | Complete | |
