单保护的L-氨基酸（L-MPAA），通过铱（III）催化实现C(sp³)-H键的加速溴化、氯化和碘化反应。
Monoprotected l-Amino Acid (l-MPAA), Accelerated Bromination, Chlorination, and Iodination of C(sp )-H Bonds by Iridium(III) Catalysis.
作者信息
Kathiravan Subban, Nicholls Ian A
机构信息
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.
出版信息
Chemistry. 2017 May 23;23(29):7031-7036. doi: 10.1002/chem.201700280. Epub 2017 Mar 29.
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 )-H activation. Furthermore, we demonstrate the potential utility of our method through its use in the synthesis of a quinolone derivative.
卤代芳烃是生物活性分子中常见的重要结构基序，在有机合成中用于各种转化反应。在此，我们报道了单保护的L-氨基酸（L-MPAA）加速铱（III）催化的（杂）芳酰胺在室温下的卤化反应。该反应是通过C(sp )-H活化实现铱（III）/L-MPAA催化（杂）芳烃通用卤化反应的首例。此外，我们通过将该方法用于喹诺酮衍生物的合成，证明了其潜在应用价值。
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