Ligand-Enabled Pd(II)-Catalyzed Bromination and Iodination of C(sp3)–H Bonds

We herein report the palladium­(II)-catalyzed bromination and iodination of a variety of α-hydrogen-containing carboxylic acid and amino acid-derived amides. These reactions are exclusively enabled by quinoline-type ligands. The halogenated products obtained in this reaction are highly versatile and...

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Veröffentlicht in:Journal of the American Chemical Society 2017-04, Vol.139 (16), p.5724-5727
Hauptverfasser: Zhu, Ru-Yi, Saint-Denis, Tyler G, Shao, Ying, He, Jian, Sieber, Joshua D, Senanayake, Chris H, Yu, Jin-Quan
Format: Artikel
Sprache:eng
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Zusammenfassung:We herein report the palladium­(II)-catalyzed bromination and iodination of a variety of α-hydrogen-containing carboxylic acid and amino acid-derived amides. These reactions are exclusively enabled by quinoline-type ligands. The halogenated products obtained in this reaction are highly versatile and rapidly undergo further diversification. Further, we report the first example of a free carboxylic acid-directed Pd­(II)-catalyzed C­(sp3)–H bromination, enabled by quinoline ligands.
ISSN:0002-7863
1520-5126
DOI:10.1021/jacs.7b02196