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dc.contributor.authorVaitla, Janakiram
dc.contributor.authorBayer, Annette
dc.contributor.authorHopmann, Kathrin Helen
dc.date.accessioned2018-07-04T07:26:25Z
dc.date.available2018-07-04T07:26:25Z
dc.date.issued2017-03-20
dc.description.abstractMetal carbenes can undergo a myriad of synthetic transformations. Sulfur ylides are potential safe precursors of metal carbenes. Herein, we report cascade reactions that involve carbenoids derived from sulfoxonium ylides for the efficient and regioselective synthesis of indoles and pyrroles. The tandem action of iridium and Brønsted acid catalysts enables rapid assembly of the heterocycles from unmodified anilines or readily accessible enamines under microwave irradiation. The key mechanistic steps are the catalytic transformation of the sulfoxonium ylide into an iridium–carbene complex, followed by N−H or C−H functionalization of an aniline or enamine, respectively, and a final acid‐catalyzed cyclization. The present method was successfully applied to the synthesis of the densely functionalized pyrrole subunit of atorvastatin.en_US
dc.descriptionAccepted manuscript version. Published version available at <a href=https://doi.org/10.1002/anie.201610520 > https://doi.org/10.1002/anie.201610520</a>.en_US
dc.identifier.citationVaitla, J., Bayer, A. & Hopmann, K.H. (2017). Synthesis of Indoles and Pyrroles Utilizing Iridium Carbenes Generated from Sulfoxonium Ylides. Angewandte Chemie International Edition, 56(15), 4277-4281. https://doi.org/10.1002/anie.201610520en_US
dc.identifier.cristinIDFRIDAID 1461814
dc.identifier.doi10.1002/anie.201610520
dc.identifier.issn1433-7851
dc.identifier.issn1521-3773
dc.identifier.urihttps://hdl.handle.net/10037/13140
dc.language.isoengen_US
dc.publisherWileyen_US
dc.relation.journalAngewandte Chemie International Edition
dc.relation.projectIDinfo:eu-repo/grantAgreement/RCN/FRINATEK/231706/Norway/"Eeny, meeny, miny, moe": Selectivity-determining factors in asymmetric catalysis//en_US
dc.rights.accessRightsopenAccessen_US
dc.subjectVDP::Matematikk og Naturvitenskap: 400::Kjemi: 440en_US
dc.subjectVDP::Mathematics and natural science: 400::Chemistry: 440en_US
dc.subjectheterocyclesen_US
dc.subjectindolesen_US
dc.subjectmetal carbenesen_US
dc.subjectsulfur ylidesen_US
dc.subjectpyrrolesen_US
dc.titleSynthesis of Indoles and Pyrroles Utilizing Iridium Carbenes Generated from Sulfoxonium Ylidesen_US
dc.typeJournal articleen_US
dc.typeTidsskriftartikkelen_US
dc.typePeer revieweden_US


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