4.7 Article

Palladium-Catalyzed Indole, Pyrrole, and Furan Arylation by Aryl Chlorides

Journal

JOURNAL OF ORGANIC CHEMISTRY
Volume 76, Issue 2, Pages 471-483

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/jo1018969

Keywords

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Funding

  1. Welch Foundation [E-1571]
  2. NIGMS [R01GM077635]
  3. A. P. Sloan Foundation
  4. Camille and Henry Dreyfus Foundation

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The palladium-catalyzed direct arylation of indoles, pyrroles, and furans by aryl chlorides has been demonstrated. The method employs a palladium acetate catalyst, 2-(dicyclohexylphosphino)-biphenyl ligand, and an inorganic base. Electron-rich and electron-poor aryl chlorides as well as chloropyridine coupling partners can be used, and arylated heterocycles are obtained in moderate to good yields. Optimization of base, ligand, and solvent is required for achieving best results.

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