4.7 Article

Stereoselective Synthesis of 3-(1,3-Diarylallylidene)oxindoles via a Palladium-Catalyzed Tandem Reaction

Journal

JOURNAL OF ORGANIC CHEMISTRY
Volume 82, Issue 3, Pages 1864-1871

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/acs.joc.6b02909

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Funding

  1. Basic Science Research Program through the National Research Foundation of Korea (NRF) - Ministry of Science ICT & Future Planning [NRF-2014R1A1A1038332]
  2. Research Fund of the Catholic University of Korea

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We have developed an efficient three-component tandem reaction for the synthesis of 3-(1,3-diarylallylidene)-oxindoles combining three palladium-catalyzed reactions: the Sonogashira, Heck, and Suzuki Miyaura reactions. This method allows a stereoselective approach to each (E)- and (Z)-isomer by ligand change and controlling the reaction temperature.

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