4.7 Article

Palladium-Catalyzed Aryl C(sp2)-H Bond Hydroxylation of 2-Arylpyridine Using TBHP as Oxidant

Journal

JOURNAL OF ORGANIC CHEMISTRY
Volume 80, Issue 5, Pages 2925-2929

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/acs.joc.5b00167

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Funding

  1. National Natural Science Foundation of China [21272117]
  2. Priority Academic Program Development of Jiangsu Higher Education Institutions

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An efficient synthesis of phenols via Pd-catalyzed, pyridyl-directed homogeneous hydroxylation of the aryl C-H bond was developed, in which tert-butyl hydroperoxide was used as the sole oxidant. The method had a broad group tolerance and was available for both electron-rich and electron-deficient substrates. The reaction of a series of 2-arylpyridine derivatives gave the ortho-hydroxylation products in moderate to good yields.

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