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Rhodium(III)-catalysed, redox-neutral C(sp(2))-H alkenylation using pivalimide as a directing group with internal alkynes
Linnaeus Univ, Dept Chem & Biomed Sci, Bioorgan & Biophys Chem Lab, SE-39182 Kalmar, Sweden.;Linnaeus Univ, Ctr Biomat Chem, SE-39182 Kalmar, Sweden..
Uppsala University, Disciplinary Domain of Science and Technology, Chemistry, Department of Chemistry - BMC, Organic Chemistry. Linnaeus Univ, Dept Chem & Biomed Sci, Bioorgan & Biophys Chem Lab, SE-39182 Kalmar, Sweden.;Linnaeus Univ, Ctr Biomat Chem, SE-39182 Kalmar, Sweden..
2017 (English)In: Tetrahedron Letters, ISSN 0040-4039, E-ISSN 1359-8562, Vol. 58, no 1, 1-4 p.Article in journal (Refereed) Published
Abstract [en]

In the presence of [RhCp*Cl(2)l(2), N-pivaloyl anilines react with internal alkynes to give the corresponding 2-alkenylpivalimides under redox neutral conditions through C-H activation. This redox neutral hydroarylation, which does not require an external organic acid, unlocks a regioselective synthetic route to 2-alkenyl anilines and is generally applicable to diversely substituted electron rich and electron poor pivalimides.

Place, publisher, year, edition, pages
2017. Vol. 58, no 1, 1-4 p.
Keyword [en]
Hydroarylation, Internal alkynes, Redox-neutral, Rhodium catalysis, Pivalimide
National Category
Organic Chemistry
Identifiers
URN: urn:nbn:se:uu:diva-316041DOI: 10.1016/j.tetlet.2016.11.039ISI: 000392038800001PubMedID: 000392038800001OAI: oai:DiVA.org:uu-316041DiVA: diva2:1076824
Funder
Swedish Research Council, 2014-4573The Kempe Foundations, 2010-0223
Available from: 2017-02-24 Created: 2017-02-24 Last updated: 2017-02-24Bibliographically approved

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