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Copper-Catalyzed Synthesis of Trifluoroethylarenes from Benzylic Bromodifluoroacetates
dc.contributor.author | Ambler, Brett R. | |
dc.contributor.author | Zhu, Lingui | |
dc.contributor.author | Altman, Ryan A. | |
dc.date.accessioned | 2017-04-12T17:13:35Z | |
dc.date.available | 2017-04-12T17:13:35Z | |
dc.date.issued | 2015-08-21 | |
dc.identifier.citation | Ambler, B. R., Zhu, L., & Altman, R. A. (2015). Copper-Catalyzed Synthesis of Trifluoroethylarenes from Benzylic Bromodifluoroacetates. The Journal of Organic Chemistry, 80(16), 8449–8457. http://doi.org/10.1021/acs.joc.5b01343 | en_US |
dc.identifier.uri | http://hdl.handle.net/1808/23636 | |
dc.description.abstract | Trifluoroethylarenes are found in a variety of biologically active molecules, and strategies for accessing this substructure are important for developing therapeutic candidates and biological probes. Trifluoroethylarenes can be directly accessed via nucleophilic trifluoromethylation of benzylic electrophiles; however, current catalytic methods do not effectively transform electron-deficient substrates and heterocycles. To address this gap, we report a Cu-catalyzed decarboxylative trifluoromethylation of benzylic bromodifluoroacetates. To account for the tolerance of sensitive functional groups, we propose an inner-sphere mechanism of decarboxylation. | en_US |
dc.publisher | American Chemical Society | en_US |
dc.rights | This document is the Accepted Manuscript version of a Published Work that appeared in final form in the Journal of Organic Chemistry, copyright © American Chemical Society after peer review and technical editing by the publisher. To access the final edited and published work see http://dx.doi.org/10.1021/acs.joc.5b01343. | en_US |
dc.title | Copper-Catalyzed Synthesis of Trifluoroethylarenes from Benzylic Bromodifluoroacetates | en_US |
dc.type | Article | en_US |
kusw.kuauthor | Ambler, Brett R. | |
kusw.kuauthor | Zhu, Lingui | |
kusw.kuauthor | Altman, Ryan A. | |
kusw.kudepartment | Medicinal Chemistry | en_US |
dc.identifier.doi | 10.1021/acs.joc.5b01343 | en_US |
kusw.oaversion | Scholarly/refereed, author accepted manuscript | en_US |
kusw.oapolicy | This item meets KU Open Access policy criteria. | en_US |
dc.rights.accessrights | openAccess |