4.7 Article

Palladium-Catalyzed Alkenylation via sp2 C-H Bond Activation Using Phenolic Hydroxyl as the Directing Group

Journal

JOURNAL OF ORGANIC CHEMISTRY
Volume 79, Issue 7, Pages 3200-3205

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/jo4028825

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Funding

  1. National Natural Science Foundation of China [21272117, 20972068]
  2. Priority Academic Program Development of Jiangsu Higher Education Institutions

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This note describes the efficient and highly regioselective synthesis of 2-(2'-alkenylphenyl)phenol derivatives via palladium-catalyzed 2'-alkenylation of 2-arylphenols directed by the phenolic hydroxyl group using benzoquinone as the oxidant in an atmosphere of air. This reaction can tolerate a series of functional groups and provides the alkenylation products regio- and stereoselectively in moderate to good yields.

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