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Palladium-Catalyzed, Ligand-Controlled Chemoselective Oxidative Coupling Reactions of Benzene Derivatives with Acrylamides under an Oxygen Atmosphere

Authors

  • Seiichiro Harada,

    1. Department of Chemistry and Material Engineering, Faculty of Chemistry, Materials and Bioengineering, Kansai University, Suita, Osaka 564-8680 (Japan), Fax: (+81) 6-6339-4026
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  • Hiroki Yano,

    1. Department of Chemistry and Material Engineering, Faculty of Chemistry, Materials and Bioengineering, Kansai University, Suita, Osaka 564-8680 (Japan), Fax: (+81) 6-6339-4026
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  • Dr. Yasushi Obora

    Corresponding author
    1. Department of Chemistry and Material Engineering, Faculty of Chemistry, Materials and Bioengineering, Kansai University, Suita, Osaka 564-8680 (Japan), Fax: (+81) 6-6339-4026
    • Department of Chemistry and Material Engineering, Faculty of Chemistry, Materials and Bioengineering, Kansai University, Suita, Osaka 564-8680 (Japan), Fax: (+81) 6-6339-4026

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Abstract

original image

Under an oxygen umbrella: The Pd-catalyzed aerobic oxidative coupling of benzene derivatives with acrylates provides an efficient and atom-economical route to cinnamamides (see scheme). Readily available starting materials are used and molecular oxygen serves as the sole oxidant. By using this system, the chemoselective oxidative coupling reaction can provide either monoarylation or diarylation products simply by changing the molar ratio of Pd/acacH.

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