title: Monoprotected l-Amino Acid (l-MPAA), Accelerated Bromination, Chlorination, and Iodination of C(sp2)-H Bonds by Iridium(III) Catalysis.
abstract: 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.
authors.affiliation: Department of Chemistry and Biomedical Sciences, Linnaeus University Centre for Biomaterials Chemistry, Linnaeus University, 391 82, Kalmar, Sweden.
authors.forename: Subban
authors.identifier: http://orcid.org/0000-0003-0774-2528
authors.initials: S
authors.lastname: Kathiravan
authors.affiliation: Department of Chemistry and Biomedical Sciences, Linnaeus University Centre for Biomaterials Chemistry, Linnaeus University, 391 82, Kalmar, Sweden.|Department of Chemistry-BMC, Uppsala University, 751 23, Uppsala, Sweden.
authors.forename: Ian A
authors.identifier: http://orcid.org/0000-0002-0407-6542
authors.initials: IA
authors.lastname: Nicholls
mesh_terms: D000596:Amino Acids / Q000737:chemistry*; D002244:Carbon / Q000737:chemistry; D002384:Catalysis; D054879:Halogenation; D006859:Hydrogen / Q000737:chemistry; D007495:Iridium / Q000737:chemistry*; D011789:Quantum Theory
chemical_list: D000596:Amino Acids; D007495:Iridium; D002244:Carbon; D006859:Hydrogen
keywords: C−H activation; anilides; halogenation; iridium; l-MPAA