Abstract
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.
Publication types
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Research Support, N.I.H., Extramural
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Research Support, Non-U.S. Gov't
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Research Support, U.S. Gov't, Non-P.H.S.
MeSH terms
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Amides / chemistry*
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Amino Acids / chemistry
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Carboxylic Acids / chemistry*
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Catalysis
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Halogenation
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Hydrocarbons, Brominated / chemical synthesis*
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Hydrocarbons, Brominated / chemistry
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Hydrocarbons, Iodinated / chemical synthesis*
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Hydrocarbons, Iodinated / chemistry
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Hydrogen / chemistry
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Ligands
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Molecular Structure
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Palladium / chemistry*
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Quinolines / chemistry*
Substances
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Amides
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Amino Acids
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Carboxylic Acids
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Hydrocarbons, Brominated
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Hydrocarbons, Iodinated
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Ligands
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Quinolines
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Palladium
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Hydrogen