4.7 Article

Palladium-Catalyzed Ortho-Arylation of Benzamides via Direct sp2 C-H Bond Activation

Journal

JOURNAL OF ORGANIC CHEMISTRY
Volume 77, Issue 7, Pages 3341-3347

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/jo300126n

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Funding

  1. National Natural Science Foundation of China [91021004]
  2. National Basic Research Program of China [2011CB921402]

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The palladium-catalyzed ortho-arylation of benzamides by aryl iodides has been demonstrated with the simplest amide CONH2 as a directing group for the first time. This protocol can be applied to various benzamides and aryl iodides with both electron-donating and electron-withdrawing groups. In addition, the synthesized biphenyl-2-carboxamides can be further transformed to other biphenyl derivatives such as nitriles, carboxylic acids, carbamates, and amines.

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