4.7 Article

Synthesis of (E)-3-(Isobenzofuran-3(1H)-ylidene)-indolin-2-ones by the Palladium-Catalyzed Intramolecular C-H Functionalization Process

Journal

JOURNAL OF ORGANIC CHEMISTRY
Volume 74, Issue 9, Pages 3569-3572

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/jo900437p

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Funding

  1. Specialized Research Fund for the Doctoral Program of Higher Education [20060542007]
  2. New Century Excellent Talents in University [NCET-06-0711]
  3. National Natural Science Foundation of China [20572020]
  4. State Key Laboratory of Chemo/Biosensing and Chemometrics Foundation [2006016]

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A novel and selective protocol has been developed for the synthesis of (E)-3-(isobenzofuran-3(1H)-ylidene)indolin-2-ones by Pd-catalyzed oxidative intramolecular C-H functionalization reactions of various 3-(2-(hydroxymethyl)aryl)-N-methyl-N-arylpropiolamides in moderate yields. Mechanisms involving a C-H activation process were proposed for this transformation on the basis of the observed values of kinetic isotope effects.

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