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Monoprotected L-Amino Acid (L-MPAA), Accelerated Bromination, Chlorination, and Iodination of C(sp(2))-H Bonds by Iridium(III) Catalysis
Linnaeus University, Faculty of Health and Life Sciences, Department of Chemistry and Biomedical Sciences. (Linnaeus Ctr Biomat Chem, BMC)ORCID iD: 0000-0003-0774-2528
Linnaeus University, Faculty of Health and Life Sciences, Department of Chemistry and Biomedical Sciences. Uppsala University. (Linnaeus Ctr Biomat Chem, BMC)ORCID iD: 0000-0002-0407-6542
2017 (English)In: Chemistry - A European Journal, ISSN 0947-6539, E-ISSN 1521-3765, Vol. 23, no 29, p. 7031-7036Article in journal (Refereed) 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(sp(2))-H activation. Furthermore, we demonstrate the potential utility of our method through its use in the synthesis of a quinolone derivative.

Place, publisher, year, edition, pages
Wiley-Blackwell, 2017. Vol. 23, no 29, p. 7031-7036
Keywords [en]
anilides, C-H activation, halogenation, iridium, L-MPAA
National Category
Chemical Sciences
Research subject
Natural Science, Chemistry
Identifiers
URN: urn:nbn:se:lnu:diva-66986DOI: 10.1002/chem.201700280ISI: 000401992100016PubMedID: 28221698Scopus ID: 2-s2.0-85016588726OAI: oai:DiVA.org:lnu-66986DiVA, id: diva2:1127872
Available from: 2017-07-20 Created: 2017-07-20 Last updated: 2019-08-29Bibliographically approved

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Kathiravan, SuppanNicholls, Ian A.

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