dc.contributor.authorWong, Mun Yee
dc.contributor.authorYamakawa, Takeshi
dc.contributor.authorYoshikai, Naohiko
dc.identifier.citationWong, M. Y., Yamakawa, T., & Yoshikai, N. (2015). Iron-catalyzed directed C2-alkylation and alkenylation of indole with vinylarenes and alkynes. Organic letters, 17(3), 442-445.en_US
dc.description.abstractAn iron–N-heterocyclic carbene catalyst generated from an iron(III) salt, an imidazolinium salt, and a Grignard reagent promotes alkylation and alkenylation reactions at the indole C2-position with vinylarenes and internal alkynes, respectively, via imine-directed C–H activation. The former reaction affords 1,1-diarylalkane derivatives with exclusive regioselectivity. Deuterium-labeling experiments suggest that these reactions involve oxidative addition of the C–H bond to the iron center, insertion of the unsaturated bond into the Fe–H bond, and C–C reductive elimination.en_US
dc.description.sponsorshipNRF (Natl Research Foundation, S’pore)en_US
dc.format.extent6 p.en_US
dc.relation.ispartofseriesOrganic lettersen_US
dc.rights© 2015 American Chemical Society. This is the author created version of a work that has been peer reviewed and accepted for publication by Organic Letters, American Chemical Society. It incorporates referee’s comments but changes resulting from the publishing process, such as copyediting, structural formatting, may not be reflected in this document. The published version is available at: [http://dx.doi.org/10.1021/ol503395g].en_US
dc.subjectDRNTU::Science::Chemistry::Organic chemistry::Heterocyclic compounds
dc.titleIron-catalyzed directed C2-alkylation and alkenylation of indole with vinylarenes and alkynesen_US
dc.typeJournal Article
dc.contributor.schoolSchool of Physical and Mathematical Sciencesen_US
dc.description.versionAccepted versionen_US

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