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Monoprotected L-Amino Acid (L-MPAA), Accelerated Bromination, Chlorination, and Iodination of C(sp²)-H Bonds by Iridium(III) Catalysis
Linnaeus Univ, Ctr Biomat Chem, Dept Chem & Biomed Sci, S-39182 Kalmar, Sweden..
Uppsala universitet, Teknisk-naturvetenskapliga vetenskapsområdet, Kemiska sektionen, Institutionen för kemi - BMC, Organisk kemi. Linnaeus Univ, Ctr Biomat Chem, Dept Chem & Biomed Sci, S-39182 Kalmar, Sweden..ORCID-id: 0000-0002-0407-6542
2017 (engelsk)Inngår i: Chemistry - A European Journal, ISSN 0947-6539, E-ISSN 1521-3765, Vol. 23, nr 29, s. 7031-7036Artikkel i tidsskrift (Fagfellevurdert) Published
Abstract [en]

Halogenated arenes are important structural motifs commonly found in biologically active molecules and used for a variety of transformations in organic synthesis. Herein, we report the mono-protected L-amino acid (L-MPAA) accelerated iridium(III)-catalyzed halogenation of (hetero)anilides at room temperature. This reaction constitutes the first example of an iridium(III)/L-MPAA-catalyzed general halogenation of (hetero)arenes through C(sp²)-H activation. Furthermore, we demonstrate the potential utility of our method through its use in the synthesis of a quinolone derivative.

sted, utgiver, år, opplag, sider
2017. Vol. 23, nr 29, s. 7031-7036
Emneord [en]
anilides, C-H activation, halogenation, iridium, L-MPAA
HSV kategori
Identifikatorer
URN: urn:nbn:se:uu:diva-325695DOI: 10.1002/chem.201700280ISI: 000401992100016PubMedID: 28221698OAI: oai:DiVA.org:uu-325695DiVA, id: diva2:1116057
Forskningsfinansiär
Swedish Research Council, 2014-4573Tilgjengelig fra: 2017-06-27 Laget: 2017-06-27 Sist oppdatert: 2017-06-27bibliografisk kontrollert

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