4.8 Article

Pd-Catalyzed Oxidative ortho-C-H Borylation of Arenes

Journal

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
Volume 134, Issue 1, Pages 134-137

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/ja2097095

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Funding

  1. Scripps Research Institute
  2. U.S. NSF [CHE-1011898]
  3. Novartis

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The development of a Pd-catalyzed oxidative ortho-C-H borylation with N-arylbenzamides is reported. A modified dibenzylideneacetone (dba) ligand, a weak base, and a strong oxidant are critical for obtaining good yields. The reaction is tolerant of electron-deficient and electron-rich benzamides derived from readily available benzoic acids. The borylated products can be converted to various synthons via diverse transformations.

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