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Pd-Catalyzed Sequential C[BOND]C and C[BOND]N Bond Formations for the Synthesis of N-Heterocycles: Exploiting Protecting Group-Directed C[BOND]H Activation under Modified Reaction Conditions

Authors

  • Byung Seok Kim,

    1. Department of Chemistry and Research Institute for Natural Sciences, Hanyang University, Seongdong-Gu, Seoul 133-791 (Korea), Fax: (+82) 2-2299-0762
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  • Sun Young Lee,

    1. Department of Chemistry, Pukyong National University, Nam-Gu, Busan 608-737 (Korea)
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  • Prof. Dr. So Won Youn

    Corresponding author
    1. Department of Chemistry and Research Institute for Natural Sciences, Hanyang University, Seongdong-Gu, Seoul 133-791 (Korea), Fax: (+82) 2-2299-0762
    • Department of Chemistry and Research Institute for Natural Sciences, Hanyang University, Seongdong-Gu, Seoul 133-791 (Korea), Fax: (+82) 2-2299-0762

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Abstract

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Easy & efficient: A Pd-catalyzed domino olefination/conjugate addition reaction of N-Ts-2-arylanilines with activated olefins has been achieved at ambient temperature under the newly defined reaction conditions. This process highlighted the directing effect of the N-protecting group in C[BOND]H activation, displayed broad substrate scope with wide functional group compatibility; thus rendering a straightforward entry to a wide variety of N-heterocycles such as dihydrophenanthridines.

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