4.8 Article

Sequential Functionalization of meta-C-H and ipso-C-O Bonds of Phenols

Journal

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
Volume 141, Issue 5, Pages 1903-1907

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/jacs.8b13403

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Funding

  1. NSF of China [20502012, 21172111, 21672116]
  2. NIH ((National Institute of General Medical Sciences)) [5R01GM102265]

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The use of a template as a linchpin motif in directed remote C-H functionalization is a versatile yet relatively underexplored strategy. We have developed a template-directed approach to realizing one-pot sequential palladium-catalyzed meta-selective C-H olefination of phenols, and nickel-catalyzed ipso-C-O activation and arylation. Thus, this bifunctional template converts phenols to synthetically useful 1,3-disubstituted arenes.

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